- Dimethyl 4,4-Bis(ethoxycarbonyl)-1,2-cyclopentanediylidenediacetate
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The title compound, C17H22O8, is an example of a product obtained from a cyclodicarbonylation reaction using diacetylenic substrates.The five-membered ring assumes a near-envelope conformation with the two acetate chains lying practically in the plane of the four coplanar ring atoms, C1, C2, C4 and C5, while the ethoxycarbonyl groups (attatched to the atom forming the 'flap') are oriented in opposite directions.The conjugated C=C-C=O chromophore systems are planar and are not parallel.Intramolecular interactions are in the range 2.43(3)-2.60(4) Angstroem.
- Bocelli, Gabriele,Cantoni, Andrea,Costa, Mirco
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Read Online
- Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels-Alder reaction
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We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reac
- Kotha, Sambasivarao,Ali, Rashid
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Read Online
- A unique polymeric gel by thiol-alkyne click chemistry
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Poly(ethylene glycol) functionalized with tetra-acetylene (PTETACT) and pentaerythritol (3-mercaptopropionic acid) (PETM) are cross-linked by a thiol-yne reaction to create robust, tuneable networks. A new class of unique gels is produced by gelations in various organic solvents as well as water. This is the first report of creating 3D gel networks by a thiol-alkyne reaction in the presence of triethylamine under moderate temperature.
- Ganivada, Mutyala Naidu,Kumar, Pawan,Shunmugam, Raja
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- Cyclopenta[c]selenophene based cooligomers and their polymers: Comparative study with thiophene analogues
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Selenophene and thiophene capped cyclopenta[c]selenophenes were synthesized and characterized. Crystal structure determination of some representative compounds revealed that the substitution at 3,4-position in the form of cyclopentane ring of selenophene or thiophene does not make any significant twist in the trimer backbone, making the cooligomer nearly planar. All the cooligomers were electrochemically polymerized and compared with thiophene capped cyclopenta[c]thiophene polymer. DFT calculations predict that the cyclopentane substitution on the third repeating unit (and in general) of one dimensional polymer neither disturb the planarity nor causes any significant twist on the polymeric backbone unlike the 3,4-dialkyl substitution. The electrochemically prepared selenophene based polymers showed low band gap compared to that of thiophene analogues. Cyclopentane substitution on selenophene as well as thiophene makes the resulting polymer oxidatively more stable when compared to more familiar poly-ethylenedioxythiophene (PEDOT) or poly-ethylenedioxyselenophene (PEDOS) systems. Alternate polymers of cyclopenta[c]selenophenes (CPS)/cyclopenta[c]thiophene (CPT) and thiophene/selenophene possess the energy of HOMO and LUMO significantly lower than that of homopolymers of CPS and CPT, however, possess higher band gap than PCPS.
- Das, Soumyajit,Bedi, Anjan,Krishna, G. Rama,Reddy, C. Malla,Zade, Sanjio S.
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- A Rh(I)-Catalyzed Cascade Cyclization of 1,5-Bisallenes and Alkynes for the Formation of cis-3,4-Arylvinyl Pyrrolidines and Cyclopentanes
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The cascade cyclization reactions of 1,5-bisallenes grant access to a great variety of products by precisely tuning the catalyst system and/or the reagents involved. Herein, we present our findings that 1,5-bisallenes react with two molecules of dimethyl acetylenedicarboxylate to afford, in a completely diastereoselective manner, cis-3,4-arylvinyl pyrrolidines and cyclopentanes. DFT calculations have been used to postulate a mechanism for the developed reaction which encompasses a [2+2+2] cycloaddition reaction of the two alkynes and the external double bond of one allene, followed by a cycloisomerization involving the internal double bond of the second allene. (Figure presented.).
- Vila, Jordi,Vinardell, Roger,Solà, Miquel,Pla-Quintana, Anna,Roglans, Anna
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supporting information
p. 206 - 217
(2021/11/17)
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- Epoxyanthracene Derivatives and Dicarbonylation on Benzene Ring via Hexadehydro-Diels-Alder (HDDA) Derived Benzynes with Oxazoles
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A capture reaction of hexadehydro-Diels-Alder (HDDA) derived benzyne with various substituted oxazoles is reported. With methyl, hydrogen, or phenyl as the substituent at 2-position of oxazole, tetraynes afforded epoxyanthracene derivatives or underwent dicarbonylation on benzene ring. The reaction does not require any catalyst or additive. The mechanism behind the reaction was investigated. The obtained polycyclic product structure has potential application value in optoelectronic materials. The availability of dicarbonylated arene implies the uniqueness of HDDA benzyne reaction compared with traditional benzyne.
- Yang, Feihu,Zheng, Xiaojie,Lei, Yu,Hu, Qiong,Zhu, Wenjing,Hu, Yimin
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supporting information
p. 1125 - 1133
(2021/11/22)
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- Synthesis of Fused Dihydroazepine Derivatives of Fullerenes by a Rh-Catalyzed Cascade Process
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A synthetic methodology is reported that functionalizes C60 and C70 fullerenes with dihydroazepine rings by a cascade reaction encompassing a rhodium-catalyzed cycloisomerization of 1,5-bisallenes and a [4+2] cycloaddition. This tran
- Artigas, Albert,Castanyer, Cristina,Lledó, Agustí,Pla-Quintana, Anna,Roglans, Anna,Roig, Nil,Solà, Miquel
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supporting information
p. 3835 - 3844
(2021/07/02)
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- 1,6-heptadiynes based cyclopolymerization functionalized with mannose by post polymer modification for protein interaction
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Carbohydrate functionalized polymers or Glycopolymers have earned a great deal of interest in recent times for their potential biomedical applications. In the present study, a mannose containing glycopolymer was synthesized by cyclopolymerization of malonic acid derivative using second generation Hoveyda Grubbs′ catalyst. Post-polymerization modification was done to install a propargyl moiety. Finally, functionalization of the propargylated polymer with 2-azidoethyl mannoside using azide-alkyne “click chemistry” furnished the target glycopolymer which was successfully characterized using NMR, FT-IR, mass spectroscopy and advanced polymer chromatography. The glycopolymer was found to self-assemble into capsule and spherical shape in water and DMSO respectively and these morphologies were observed through SEM and TEM. Upon interaction with Con A, the mannose containing glycopolymer showed an increment in aggregation induced fluorescence with increasing concentration of the lectin. In vitro cytotoxicity studies on MCF 7 cell line showed 90% cell viability up to glycopolymer concentration of 500 μg/mL.
- Das, Rituparna,Dash, Tapan K.,Kanjilal, Pintu,Kumar, Pawan,Le, Trong-Nghia,Mohanan, Manikandan,Mukhopadhyay, Balaram,Rao, N. Vijayakameswara,Shunmugam, Raja
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- CEREBLON E3 LIGASE INHIBITORS
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The present disclosure provides compounds represented by Formula I: wherein R2a, R2b, R2c, R2d, R3, R13, and Z are as defined in the specification, and the salts and solvates thereof. Compounds of Formula I are cereblon (CRBN) ubiquitination inhibitors or monofunctional synthetic intermediates that can be used to prepare PROTAC molecules. CRBN ubiquitination inhibitors and PROTAC molecules are useful for the treatment of cancer and other diseases.
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Paragraph 0532-0533
(2021/03/05)
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- ANDROGEN RECEPTOR PROTEIN DEGRADERS WITH A TRICYCLIC CEREBLON LIGAND
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The present disclosure provides compounds represented by Formula I : A-L-B 1 I, and the salts or solvates thereof, wherein A, L, and B1 are as defined in the specification. ompounds having Formula I are androgen receptor degraders useful for the treatment of ancer and other diseases.
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Paragraph 0606-0607
(2021/11/20)
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- Fully Substituted Conjugate Benzofuran Core: Multiyne Cascade Coupling and Oxidation of Cyclopropenone
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An unprecedented C═C double bond cleavage of cyclopropenone and dioxygen activation by multiyne cascade coupling has been developed. This chemistry provides a novel, simple, and efficient approach to synthesize fully substituted conjugate benzofuran derivatives from simple substrates under mild conditions. The density functional theory (DFT) calculations reveal that the unique homolytic cleavages of cyclopropenone and molecular oxygen are crucial to the success of this reaction.
- Yao, Liangliang,Hu, Qiong,Bao, Li,Zhu, Wenjing,Hu, Yimin
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supporting information
p. 4971 - 4975
(2021/06/30)
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- Synthesis method of benzoxazolidine derivative
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The invention relates to a synthesis method of a benzoxazolidine derivative, the tetrayne compound and the 5, 5-dimethyl-1-pyrroline-N-oxide are subjected to a heating condensation reflux reaction, the reaction conditions are mild, and the synthesis method is simple. Compared with the prior art, the invention provides a brand-new synthesis method of the benzoxazolidine derivative, and a series of new benzoxazolidine derivatives are generated. The synthesized benzoxazolidine derivative has the advantages of high atom economy, more complex and diverse structure and certain application prospect.
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Paragraph 0041; 0052-0054
(2021/07/01)
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- Access to Benzoxazepines and Fully Substituted Indoles via HDDA Coupling
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The HDDA-derived benzyne intermediate was captured by oxazolines based on the addition reaction of benzyne to the Ca?N double bond. Benzoxazepine derivatives, fused benzoxazepine derivatives, and fully substituted indoles are synthesized in one step. The reaction does not require any catalyst or additives. Possible reaction mechanisms are presented.
- Zheng, Xiaojie,Liu, Baohua,Yang, Feihu,Hu, Qiong,Yao, Liangliang,Hu, Yimin
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supporting information
p. 956 - 959
(2020/02/15)
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- 2-aldehyde indole compound and preparation method thereof
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The invention provides a 2-aldehyde indole compound and a preparation method thereof. The 2-aldehyde indole compound is obtained by taking a tetraacetylene compound and 2-phenyl-2-oxazoline as raw materials and reacting in a toluene solvent. Compared with the prior art, the invention provides a brand-new synthesis method of 2-formyl indole, and a new 2-formyl indole compound is generated. The synthesized 2-aldehyde indole compound has relatively high atom economy, is more complex and diverse in structure, and has a certain application prospect.
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Paragraph 0040; 0045-0049
(2020/09/16)
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- Phenanthrenes/dihydrophenanthrenes: The selectivity controlled by different benzynes and allenes
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A method for the intermolecular annulation of benzynes with allenes is disclosed. This protocol utilized allenes as an unconventional diene component for the selective synthesis of phenanthrenes and dihydrophenanthrenes under the control of different benzyne precursors, featuring high atom-economy and good functional group compatibility. Density functional theory (DFT) calculations reveal that different migratory routes of the aromatic C-H bond are crucial for the observed selectivity. This journal is
- Yao, Liangliang,Fang, Bo,Hu, Qiong,Lei, Yu,Bao, Li,Hu, Yimin
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supporting information
p. 15185 - 15188
(2020/12/21)
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- The exocyclic double bond of a nitrogen-containing heterocyclic derivatives and its preparation method (by machine translation)
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The invention provides a of the exocyclic double bond oxygen and nitrogen heterocyclic derivatives and its preparation method, the preparation method is: the four-alkyne apperception compound in toluene solvent with 2, 4, 4 - trimethyl - 2 - oxazoline heating reaction, after the reaction, natural cooling to room temperature, the product purification and separation, by the outer double bond containing an oxygen and nitrogen heterocyclic derivatives. Compared with the prior art, the present invention provides a series of new containing an outer double bond of the oxygen and nitrogen heterocyclic derivatives of the preparation method. As to the ordinary heterocyclic derivatives, the preparation of the invention containing an outer double bond of nitrogen heterocyclic derivatives have the exocyclic double bond and the existence of effinity atoms, and get the rare of the seven-membered ring structure, its structure is more complex and novel. The invention material may be in the in medical industry also can have a broader role, and the present invention provides a preparation method, high-efficiency, short reaction time, efficiency is high. (by machine translation)
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Paragraph 0043; 0046; 0047
(2019/06/30)
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- Polysubstitution phenanthrene derivative and preparation method thereof
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The invention discloses a polysubstitution phenanthrene derivative and a preparation method thereof. With different substitution phenylacetylene substrates, the polysubstitution phenanthrene derivative is constructed through a cascade reaction. The reaction overcomes the defects that in an existing reaction, a path is too long, the demands for substrates and reaction conditions are strict, and substitution functional groups are limited in expansion. During the reaction, substrate synthesis is simple, reagent is cheap, target molecules are obtained with high atom economy and environmental protection, and a quite valued approach is provided for industrialized production of the polysubstitution phenanthrene derivative.
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Paragraph 0055; 0059
(2019/05/02)
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- A isoquinoline [...] derivative and its preparation method
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The present invention provides a kind of isoquinoline [...] derivative and its preparation method, the four-alkyne apperception compound in toluene in the reaction with the different kuikui tong, get the isoquinoline [...] derivatives. Compared with the prior art, the present invention provides a new isoquinoline indenone preparation method, generating a series of new isoquinoline [...] derivatives. Synthesis of isoquinoline [...] derivative has high atom economy, the structure is more complex, has a certain application prospect.
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Paragraph 0037; 0050; 0053; 0054
(2019/06/30)
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- Exocyclic double-bond quinoline derivative and preparation method thereof
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The invention discloses an exocyclic double-bond quinoline derivative and a preparation method thereof. A tert-acetylene compound and (s)-(4-isopropyl oxazoline-2-yl) ferrocene are adopted as raw materials, and in a methylbenzene solvent, a reaction is carried out for 8-14 hours at 100-110 DEG C, so that the exocyclic double-bond quinoline derivative of a complex structure can be synthesized. Compared with the prior art, the invention provides a bran-new exocyclic double-bond quinoline synthesis method, and a series of novel exocyclic double-bond quinoline derivatives are generated. The synthesized exocyclic double-bond quinoline derivative has high atom economy, has complex and diverse structures, and has certain application prospects.
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Paragraph 0028; 0046; 0049-0050
(2019/09/05)
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- A method for containing tri aryl phosphorus oxygen class ligand and its preparation method (by machine translation)
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The invention discloses a method for containing tri aryl phosphorus oxygen class ligand and its preparation method. In order to different multiple alkyne substrate through the cascade reaction construct containing three aryl phosphorus oxygen class ligand, the reaction overcomes the lengthy reaction route in the past, the substrate and the harsh reaction conditions, substituted functional group extends the limited and the like, the reaction not only substrate is simple to synthesize, reagent is inexpensive, and has high atom economy, compactly and efficiently to obtain the target molecule, containing three aryl phosphorus oxygen class ligand to transition metal catalytic hydrogen bond activation in the fields of application provides a brand new ways. (by machine translation)
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Paragraph 0041; 0047; 0050; 0051
(2019/10/04)
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- Spirane structure containing dihydronaphthalene ketone derivative and preparation method thereof
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The invention provides a spirane structure containing dihydronaphthalene ketone derivative and a preparation method thereof. The preparation method comprises the following steps: 1) reacting malonateand propargyl bromide in an anhydrous acetonitrile solvent by ice water bath through sodium cyanide which is used as a catalyst, and obtaining a compound a; 2) reacting the compound a and a phenyl bromoacetylene compound in the anhydrous acetonitrile solvent under the effects of the catalyst and organic alkali, and obtaining a compound b after the reaction is finished; 3) reacting the compound b and diphenylcyclopropenone in an anhydrous methylbenzene solvent under water-free and oxygen-free condition, and obtaining the spirane structure containing dihydronaphthalene ketone derivative. Compared with the prior art, the method has the advantages that the defects such as long reaction route, rigorous requirements on a substrate and reaction conditions, and limited expansion of substituted functional groups can be overcome; the synthesizing is simple; the cost is low; in addition, the target molecules can be obtained with high atom economy, green and environmental protection property.
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Paragraph 0037; 0041; 0045
(2018/03/26)
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- Dodecahydrobenzodiindanophenanthrene derivatives and synthesis method thereof
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The invention discloses dodecahydrobenzodiindanophenanthrene derivatives and a synthesis method thereof. Compared with the prior art, the invention provides a series of novel benzodiindanophenanthrenederivatives. Compared with the ordinary benzodiindanophenanthrene derivative, the benzodiindanophenanthrene derivatives prepared by the synthesis method provided by the invention have the advantagesas follows: due to existence of multiple rings, the benzodiindanophenanthrene derivatives are more complex and diverse in structure; the benzodiindanophenanthrene derivatives can be prepared into a variety of medicines, can be applied to synthetic resin, plant growth hormones, vat dyes, tanning materials and the like, and also show a brighter application prospect in chemical production; in addition, a preparation method provided by the invention is simple, convenient, short in reaction time and high in efficiency.
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Paragraph 0039; 0056
(2018/05/16)
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- Substituted diphenylamine derivative and synthesis method thereof
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The invention provides a substituted diphenylamine derivative and a synthesis method thereof. The method comprises the following steps: performing reaction on tetra-acetylene and 2,6-diisopropyl-N-(pyridine-2-methylene)aniline in a methylbenzene solvent under the heating condition, naturally cooling to room temperature and stopping reaction; and purifying and separating products to obtain the substituted diphenylamine derivative. Compared with the existing substituted diphenylamine, the invention provides a synthesis method of a series of new substituted diphenylamine derivatives. Relative tothe common substituted diphenylamine, the substituted diphenylamine prepared by the method has a more complex and diversified structure. The material has wide application in medical industry; furthermore, the preparation method provided by the invention is simple, convenient, efficient, short in reaction time and high in efficiency.
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Paragraph 0037; 0041
(2018/11/22)
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- Oxazinyl phenyl ether derivative and preparation method thereof
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The invention provides an oxazinyl phenyl ether derivative and a preparation method thereof. Butyne reacts with 2-phenyl-3,4-diydro-2H-benzo[1,3]oxazin-4-one at 110-115 DEG C in toluene used a solventin a catalyst-free and additive-free unprotected state for 15 h or more, the reaction process firstly comprises self-cyclization of the butyne substrate, and benzyne formed by the butyne is an electron-deficient intermediate, and is extremely unstable and highly active. The preparation method comprises the following steps: carrying out an HDDA reaction on the butyne to form the benzyne intermediate, and carrying out nucleophilic addition on the highly active benzyne intermediate and 2-phenyl-3,4-diydro-2H-benzo[1,3]oxazin-4-one to obtain the oxazinyl phenyl ether derivative. The oxazinyl phenyl ether derivative prepared in the invention has a polycyclic structure, and has complex and diverse structures; and compared with the prior art, the preparation method has the advantages of simplicity, short reaction time and high efficiency.
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Paragraph 0053; 0057-0058
(2018/12/02)
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- Cycloheptadiene germinal diketone derivative and preparation method thereof
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The invention provides a cycloheptadiene germinal diketone derivative and a preparation method of the cycloheptadiene germinal diketone derivative. The preparation method comprises the following steps: enabling tetra-alkyne to react with hinokitiol in a methylbenzene solvent, naturally cooling to the room temperature after finishing the reaction, purifying and separating a product, and obtaining the cycloheptadiene germinal diketone derivative. Compared with the prior art, the provided preparation method conveniently and efficiently synthesizes the cycloheptadiene germinal diketone derivativewithout a catalyst through the reaction process like electron transfer and carbon-carbon bond rupture from the new angle, the reaction time is short, and the efficiency is high.
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Paragraph 0035; 0038-0039
(2018/11/22)
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- Polysubstituted benzaldehyde derivative and preparation method thereof
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The invention provides a polysubstituted benzaldehyde derivative and a preparation method thereof. The preparation method comprises the following steps: reacting by virtue of tetrayne in a toluene solvent and N-vinylcaprolactam, naturally cooling to the room temperature, and stopping reaction; and purifying and separating the product, so as to obtain the polysubstituted benzaldehyde derivative. Compared with the prior art, a preparation method for a series of polysubstituted benzaldehyde derivatives is provided. Compared with a common benzaldehyde derivative, the prepared polysubstituted benzaldehyde derivative has relatively complex and various structures by virtue of multiple rings. The polysubstituted benzaldehyde derivative has wide application range in the medical industry, and the preparation method is simple, convenient, efficient, short in reaction time and high in efficiency.
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Paragraph 0037; 0041; 0042
(2019/01/08)
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- Multi-substituted aromatic hydrocarbon derivative and preparation method thereof
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The invention provides a multi-substituted aromatic hydrocarbon derivative and a preparation method thereof. Compared with the prior art, the multi-substituted aromatic hydrocarbon derivative is simply, conveniently and efficiently synthesized through reactions such as electron transferring, carbon-carbon bond cracking and the like without a catalyst by using the preparation method from a new angle, and further is short in reaction time and high in reaction efficiency. In addition, the invention provides a series of novel multi-substituted aromatic hydrocarbon derivatives. Compared with a common multi-substituted aromatic hydrocarbon derivative, the multi-substituted aromatic hydrocarbon derivative is relatively complex and diverse in structure and has relatively wide application prospectsin chemical production and clinical medicines.
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Paragraph 0055
(2018/05/16)
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- A Simple Post-Polymerization Modification Method for Controlling Side-Chain Information in Digital Polymers
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A three-step post-polymerization modification method was developed for the design of digitally encoded poly(phosphodiester)s with controllable side groups. Sequence-defined precursors were synthesized, either manually on polystyrene resins or automaticall
- K?nig, Niklas Felix,Al Ouahabi, Abdelaziz,Poyer, Salomé,Charles, Laurence,Lutz, Jean-Fran?ois
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supporting information
p. 7297 - 7301
(2017/06/13)
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- Iron-Catalyzed Cyclotrimerization of Terminal Alkynes by Dual Catalyst Activation in the Absence of Reductants
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Catalyzing C?C bond-forming reactions with earth-abundant metals under mild conditions is at the heart of sustainable synthesis. The cyclotrimerization of alkynes is a valuable atom-efficient reaction in organic synthesis that is enabled by several metal catalysts, including iron. This study reports an effective iron-catalyzed cyclotrimerization for the regioselective synthesis of 1,2,4-substituted arenes (1 mol % catalyst, toluene, 20 °C, 5 min). A dual activation mechanism (substrate deprotonation, reductive elimination) renders the simple FeII precatalyst highly active in the absence of any reductant.
- Brenna, Davide,Villa, Matteo,Gieshoff, Tim N.,Fischer, Fabian,Hapke, Marko,Jacobi von Wangelin, Axel
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supporting information
p. 8451 - 8454
(2017/07/11)
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- Polysubstituted condensed aromatic derivatives, and preparation method thereof
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The invention discloses polysubstituted condensed aromatic derivatives, and a preparation method thereof. Compared with the prior art, the preparation method comprises following advantages: witting reagent is adopted, electron transfer reaction is carried out, no catalyst is used, high efficiency synthesis of the polysubstituted condensed aromatic derivatives is realized under simple conditions, reaction time is short, efficiency is high, and a series of novel polysubstituted condensed aromatic derivatives are provided. Compared with common polysubstituted condensed aromatic derivatives, the structures are more complex and diverse; and application prospect in the field of chemical production and clinical medical industry is more promising.
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Paragraph 0050; 0054
(2017/10/12)
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- A [...] derivative and its preparation method
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The invention relates to a benzoin oxime derivative and a preparation method thereof. A structural formula of the benzoin oxime derivative is shown in the specification. The preparation method comprises the following steps: reacting malonate with propargyl bromide in anhydrous acetonitrile under the catalysis of sodium hydride to obtain a white solid product; by taking triethylamine as alkali, reacting the white solid product with phenylethynyl bromine or substituted phenylethynyl bromine in anhydrous acetonitrile under the catalysis of Pd(PPh3)2Cl2/CuI to obtain a light brown solid product; reacting the light brown solid product with benzoin oxime in toluene at 95-105 DEG C to obtain the benzoin oxime derivative. A brand new synthetic method of polysubstituted benzoin oxime is provided, and a series of new benzoin oxime derivatives are generated. Compared with normal benzoin oxime derivatives, the benzoin oxime derivative prepared by virtue of the preparation method has relatively complex and diverse structures by virtue of multiple cycles, and presents relatively wide application prospects in chemical industry production and clinic medicines.
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Paragraph 0032; 0039; 0040; 0042
(2017/08/24)
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- Fabrication of nanostructures through self-assembly of non-ionic amphiphiles for biomedical applications
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Fabrication of self-assembled nanostructures with defined size and morphology represents a formidable challenge and thus, has gained tremendous momentum in research because of their potential applications in various biological systems. Herein, we report o
- Prasad, Suchita,Achazi, Katharina,B?ttcher, Christoph,Haag, Rainer,Sharma, Sunil K.
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p. 22121 - 22132
(2017/07/10)
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- Dibenzothiophene compound and preparation method thereof
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The invention provides a dibenzothiophene compound and a preparation method thereof. Compared with the prior art, the invention provides a brand new method for compounding the dibenzothiophene compound under inexistence of metal catalysis, for generating a series of new dibenzothiophene compounds. The compounded dibenzothiophene compound has more complex and various structures and has excellent application at the aspects of medicines, dyestuff, biology, and the like.
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Paragraph 0032; 0033
(2018/01/17)
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- Fused naphthalene nucleus compounds and preparation method thereof
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The invention discloses fused naphthalene nucleus compounds and a preparation method thereof. Compared with the prior art, the invention provides a brand-new synthetic method for multi-substituted naphthalene derivatives to generate a series of new naphthalene derivatives. Compared with other naphthalene derivatives, the naphthalene derivatives prepared by the invention comprise more nucleuses, are more complex and diverse in structure, and show wider application and prospects in chemical production and clinical medicine.
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Paragraph 0035; 0036
(2016/10/10)
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- O-hydroxyaniline derivative and preparation method thereof
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The invention discloses an o-hydroxyaniline derivative and a preparation method thereof. Compared with the prior art, the invention provides a synthetic method of an o-hydroxyaniline derivative to generate a series of novel o-hydroxyaniline derivatives. Compared with existing o-hydroxyaniline derivatives, the o-hydroxyaniline derivative prepared by the invention is polycyclic, has more complex and diversified structure that is more complex and diversified, prevails among pharmaceutical intermediates, functional materials and farmland pharmaceuticals, is widely applied in the fields such as molecular machinery, materials chemistry and supramolecular chemistry, and also has a more promising application prospect in chemical production and clinical medicine; moreover, the preparation method provided by the invention is simple and is high in synthetic efficiency.
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Paragraph 0035
(2016/11/24)
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- An ortho-mercat phenol derivative and its preparation method (by machine translation)
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This invention has offered a kind of ortho-mercat phenol derivative and its preparation method, the preparation method comprises: a, precursor synthesis; b, the target product synthesis; c, purified. Compared with the prior art, the present invention, provides a new multi-substituted ortho-mercat phenolic synthetic method, generating a new series of ortho-mercat phenol derivatives. As to the ordinary ortho-mercat phenol derivatives, the present invention provides method for preparing ortho-mercat phenol derivatives of the existence of a plurality of ring, its structure is more complex and varied, in chemical production, in clinical medicine will also demonstrate the use of more extensive prospect. (by machine translation)
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Paragraph 0081
(2017/02/24)
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- Visible Light-Gated Cobalt Catalysis for a Spatially and Temporally Resolved [2+2+2] Cycloaddition
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The ability to exert spatial and temporal control over a transition-metal catalyst offers diverse opportunities for the fabrication of functional materials. Using an external stimulus such as visible light to toggle a catalyst between an active and dorman
- Ruhl, Kyle E.,Rovis, Tomislav
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supporting information
p. 15527 - 15530
(2016/12/16)
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- Benzofuran derivative and preparation method thereof
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The invention discloses a benzofuran derivative and a preparation method thereof. A benzofuran compound is prepared from different multi-alkyne substrates by a cascade reaction. The reaction overcomes the defects of excessively long path, harsh substrate
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Paragraph 0052-0056
(2018/02/04)
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- Periodically clickable polyesters: Study of intrachain self-segregation induced folding, crystallization, and mesophase formation
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A series of polyesters based on 2-propargyl-1,3-propanediol or 2,2-dipropargyl-1,3-propanediol or 2-allyl-2-propargyl-1,3-propanediol and 1,20-eicosanedioic acid were prepared by solution polycondensation using the corresponding diacid chloride; these polyesters were quantitatively "clicked" with a fluoroalkyl azide, namely CF3(CF 2)7CH2CH2N3, to yield polyesters carrying long-chain alkylene segments in the backbone and either one or two perfluoroalkyl segments located at periodic intervals along the polymer chain. The immiscibility of the alkylene and fluoroalkyl segments causes the polymer chains to fold in a zigzag fashion to facilitate the segregation of these segments; the folded chains further organize in the solid state to form a lamellar structure with alternating domains of alkyl (HC) and fluoroalkyl (FC) segments. Evidence for the self-segregation is provided by DSC, SAXS, WAXS, and TEM studies; in two of the samples, the DSC thermograms showed two distinct endotherms associated with the melting of the individual domains, while the WAXS patterns confirm the existence of two separate peaks corresponding to the interchain distances within the crystalline lattices of the HC and FC domains. SAXS data, on the other hand, reveal the formation of an extended lamellar morphology with an interlamellar spacing that matches reasonably well with those estimated from TEM studies. Interestingly, a smectic-type liquid crystalline phase is observed at temperatures between the two melting transitions. These systems present a unique opportunity to develop interesting nanostructured polymeric materials with precise control over both the domain size and morphology; importantly, the domain sizes are far smaller than those typically observed in traditional block copolymers.
- Mandal, Joydeb,Krishna Prasad,Rao, D. S. Shankar,Ramakrishnan
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supporting information
p. 2538 - 2545
(2014/03/21)
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- Bifunctional (cyclopentadienone)iron-tricarbonyl complexes: Synthesis, computational studies and application in reductive amination
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Reductive amination under hydrogen pressure is a valuable process in organic chemistry to access amine derivatives from aldehydes or ketones. Knoelker's complex has been shown to be an efficient iron catalyst in this reaction. To determine the influence of the substituents on the cyclopentadienone ancillary ligand, a series of modified Knoelker's complexes was synthesised and fully characterised. These complexes were also transformed into their analogous acetonitrile iron-dicarbonyl complexes. Catalytic activities of these complexes were evaluated and compared in a model reaction. The scope of this reaction is also reported. For mechanistic insights, deuterium-labelling experiments and DFT calculations were undertaken and are also presented. Festival of amination: Two series of modified Knoelker's complexes were synthesised and applied in the reductive amination of various carbonyl derivatives with primary or secondary amines (see scheme, TIPS = triisopropylsilyl). For a mechanistic insight, deuterium-labelling experiments and DFT calculations were undertaken and are also presented. Copyright
- Moulin, Solenne,Dentel, Helene,Pagnoux-Ozherelyeva, Anastassiya,Gaillard, Sylvain,Poater, Albert,Cavallo, Luigi,Lohier, Jean-Francois,Renaud, Jean-Luc
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supporting information
p. 17881 - 17890
(2014/01/17)
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- BINDING-SITE MODIFIED LECTINS AND USES THEREOF
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In one aspect, the disclosure provides cross-linked materials that include multivalent lectins with at least two binding sites for glucose, wherein the lectins include at least one covalently linked affinity ligand which is capable of competing with gluco
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Page/Page column 98
(2010/08/09)
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- Anticancer platinum complexes as non-innocent compounds for catalysis in aqueous media
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An efficient cyclization of alkyne-acids to enol-lactones catalyzed by anticancer platinum(ii) and platinum(iv) compounds is described. These compounds are not only DNA-binding complexes; they can also catalyze reactions in solvents such as acetone, methanol, water or blood plasma.
- Aleman, Jose,Del Solar, Virginia,Navarro-Ranninger, Carmen
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supporting information; experimental part
p. 454 - 456
(2010/04/30)
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- Synthesis of oligoenes that contain up to 15 double bonds from 1,6-heptadiynes
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This paper reports the synthesis of polyene oligomers (" oligoenes") that contain up to 15 double bonds that are identical to the "all five-membered ring" species formed through cyclopolymerization of diisopropyldipropargylmalonate. The oligoenes contain
- Czekelius, Constantin,Hafer, Jillian,Tonzetich, Zachary J.,Schrock, Richard R.,Christensen, Ronald L.,Mueller, Peter
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p. 16664 - 16675
(2007/10/03)
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- Solvent-free synthesis of 4,4-bis-functionalized-1,6-dienes and 1,6-diynes on the surface of neutral alumina
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An improved procedure has been developed for the synthesis of structurally varied 4,4-bis-functionalized-1,6-dienes and 1,6-diynes through regioselective alkylation of active methylene compounds with several unsymmetrical allyl bromides and propargyl brom
- Bhar, Sanjay,Kumar Chaudhuri, Subrata,Gopal Sahu, Santi,Panja, Chiradeep
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p. 9011 - 9016
(2007/10/03)
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- Aldehyde Addition and Copper-Mediated Allylation of Bicyclic Alkoxytitanacyclopentenes and -Pentadienes: New Selectivities and an Unusual Reaction
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Bicyclic titanacyclopentenes generated in situ from 1,6-enynes and (η2-propene)Ti(O-i-Pr)2 (1) reacted with aldehydes at their alkenyl-titanium bond in the absence or presence of Ti(O-i-Pr)nCl4-n (n = 2 or 3) to give allyl alcohols such as 5-7 as a nearly single stereoisomer in good yields. Upon workup with DCl/D2O or iodine, deuterio and iodo derivatives, 8 and 9, were obtained. Bicyclic titanacyclopentadienes prepared analogously from 1,6- or 1,7-diynes and 1 also reacted with aldehydes in the presence of an additional equivalent of Ti(O-i-Pr)2Cl2 to afford 1,2-dialkylidenecyclopentanes or -cyclohexanes having an alcohol moiety in their side chain in good yields. In place of the simple hydrolysis, deuteriolysis or iodinolysis gave the corresponding derivatives such as 21 or 22. Treatment of 1,6-enyne 10 with 1 in the standard way and then with a slight excess of i-PrMgCl at -50°C generated a new titanium species that, upon reaction with aldehydes, afforded unexpected adducts 34 and 41-45 virtually as a single isomer. Copper-mediated allylation of dialkoxytitanacyclopentene such as 3 with allyl bromide proceeded at their vinyl-titanium bond to give 48 and 50. Likewise, dialkoxytitanacyclopentadiene prepared from 29 and 1 underwent the regioselective copper-mediated monoallylation to give a 9:1 mixture of 53 and 54. Upon workup with deuteriochloric acid, the corresponding deuterated product was obtained with a high degree of deuterium incorporation.
- Urabe, Hirokazu,Sato, Fumie
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p. 1245 - 1255
(2007/10/03)
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- Oxygen Ligation in the Nickel-mediated Co-cyclisation of a Hepta-1,6-diyne and Alkynol Derivatives
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The variation of the yields of the nickel-mediated co-cyclisation of a hepta-1,6-diyne with alkynols and alkynol ethers in a regular fashion dependent on the position and steric environment of the oxygen atom is strongly indicative that this a
- Bhatarah, Parveen,Smith, Edward H.
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p. 2603 - 2606
(2007/10/02)
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- Palladium- and Nickel-Catalyzed Reaction of Trimethylsilyl Cyanide with Acetylenes. Addition of Trimethylsilyl Cyanide to the Carbon-Carbon Triple Bonds
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The reaction of trimethylsilyl cyanide (1) with acetylenes in the presence of a transition-metal complex was investigated.The structures of starting acetylenes and catalysts and both amounts of solvent and 1 highly affected product distributions.The PdCl2/pyridine catalyzed reaction of phenylacetylene and para-substituted phenylacetylenes with 1 resulted in the addition of 1 to the carbon-carbon triple bonds to give cyano-substituted vinylsilanes in good to high yields with high regio- and stereoselectivity.Ortho-substituted phenylacetylenes gave addition products less stereoselectively.Stereoselectivity affording Z adducts decreased in the order of para- meta- ortho-substituted phenylacetylenes.The NiCl2/DIBAH-catalyzed reaction of arylacetylenes was less stereoselective regardless of substitution patterns of arylacetylenes used.When the nickel-catalyzed reaction of arylacetylenes was run without solvent using an excess amount of 1, 5-amino-1H-pyrrole-2-carbonitriles were obtained as a single product, instead of the above simple addition products.The reaction of terminal aliphatic acetylenes with 1 also gave addition products with moderate stereoselectivity.Internal acetylenes gave complex mixtures including addition products and/or pyrrole derivatives.Diarylacetylenes afforded 5-amino-1H-pyrrole-2-carbonitriles selectively in the presence of a palladium or nickel catalyst (without solvent and an excess amount of 1).Intramolecular cyclization of a 1,6-diyne was also studied.
- Chatani, Naoto,Takeyasu, Takumi,Horiuchi, Nobuhiko,Hanafusa, Terukiyo
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p. 3539 - 3548
(2007/10/02)
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- SELECTIVITY OF NUCLEOPHILIC ADDITION TO AND SUBSTITUTION AT ISOTHIOCYANATOCARBONYL GROUP. REACTIONS OF 4-PENTINOYL- AND 2-(2-PROPINYL)-4-PENTINOYL ISOTHIOCYANATE WITH AMINES AND METHANOL
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4-Pentinoyl isothiocyanate reacts with primary and secondary amines by either nucleophilic addition to N=C=S group to yield the corresponding thioureas, or a nucleophilic substitution at the carbonyl group to give 4-pentinoic acid amides.The less nucleophilic diphenylamine reacts selectively to afford the product of nucleophilic addition only. 2-(2-Propinyl)-4-pentinoyl isothiocyanate, having a sterically hindered carbonyl group, furnished with primary amines a mixture of amides and thioureas, whereas the bulkier secondary amines react selectively to form thioureasonly.Both isothiocyanates afford with methanol as a nucleophile axclusively the corresponding O-methyl monothiocarbamates.
- Kutschy, Peter,Kristian, Pavol,Dzurilla, Milan,Koscik, Dusan,Nadaskay, Robert
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p. 995 - 1005
(2007/10/02)
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