- Rapid umpolung Michael addition of isatin N, N ′-cyclic azomethine imine 1,3-dipoles with chalcones
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The umpolung Michael addition of isatin N,N′-cyclic azomethine imine 1,3-dipoles with chalcones is reported. The reaction could be finished within a very short time (0.3-2 min), with 3,3-disubstituted oxindole derivatives obtained in moderate to excellent yields with promising dr values. Unusual Michael adducts were obtained in moderate to high yields (26-98%) with low to high diastereoselectivities (0.8: 1 to 8.5: 1 dr). All the synthesized compounds (3, 3′, 4, 5, 5′, 7, 7′, 9 and 9′) were well characterized by FTIR, NMR, and mass spectral analyses and further confirmed by the single-crystal X-ray diffraction analysis of compounds 3aa and 4n.
- Yue, Guizhou,Jiang, Dan,Dou, Zhengjie,Li, Sicheng,Feng, Juhua,Zhang, Li,Chen, Huabao,Yang, Chunping,Yin, Zhongqiong,Song, Xu,Liang, Xiaoxia,Wang, Xianxiang,Lu, Cuifen
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supporting information
p. 11712 - 11718
(2021/07/12)
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- Novel indolo[3,2,1-jk]carbazole-based bipolar host material for highly efficient thermally activated delayed-fluorescence organic light-emitting diodes
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A novel bipolar material (ICzPyr) composed of electron-donating indolo[3,2,1-jk]carbazole and electron-withdrawing pyridmidine was developed and its use as a host material in thermally activated delayed-fluorescence (TADF) organic light-emitting diode (OL
- Hiraga, Yasuhide,Kuwahara, Rempei,Hatta, Taizo
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- C3 amino-substituted chalcone derivative with selective adenosine rA1 receptor affinity in the micromolar range
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Abstract: To identify novel adenosine receptor (AR) ligands based on the chalcone scaffold, herein the synthesis, characterization and in vitro and in silico evaluation of 33 chalcones (15–36 and 37–41) and structurally related compounds (42–47) are reported. These compounds were characterized by radioligand binding and GTP shift assays to determine the degree and type of binding affinity, respectively, against rat (r) A1 and A2A ARs. The chalcone derivatives 24, 29, 37 and 38 possessed selective A1 affinity below 10?μM, and thus, are the most active compounds of the present series; compound 38 was the most potent selective A1 AR antagonist (Ki (r) = 1.6?μM). The structure–affinity relationships (SAR) revealed that the NH2-group at position C3 of ring A of the chalcone scaffold played a key role in affinity, and also, the Br-atom at position C3′ on benzylidene ring B. Upon in vitro and in silico evaluation, the novel C3 amino-substituted chalcone derivative 38—that contains an α,?-unsaturated carbonyl system and easily allows structural modification—may possibly be a synthon in future drug discovery. Graphic abstract: C3 amino-substituted chalcone derivative (38) with C3′ Br substitution on benzylidene ring B possesses selective adenosine rA1 receptor affinity in micromolar range.[Figure not available: see fulltext.]
- Janse van Rensburg, Helena D.,Legoabe, Lesetja J.,Terre’Blanche, Gisella
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p. 1581 - 1605
(2020/11/20)
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- Iridium and copper supported on silicon dioxide as chemoselective catalysts for dehydrogenation and borrowing hydrogen reactions
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High active ligand usually plays an important role during catalysis and synthesis chemistry. A new and efficient benzotriazole-pyridinyl-silane ligand (BPS) was designed, and the corresponding iridium and copper catalysts were synthesized and thoroughly characterized by means of EDS, TEM, and XPS. The resulting iridium composite revealed excellent catalytic activity for the reaction of tert-butanesulfinamide with benzyl alcohols, while copper catalyst could realize the synthesis of unsaturated carbonyl compounds through the reaction of benzyl alcohols with ketones. This provided an efficient method for selective synthesis of unsaturated carbonyl compounds from benzyl alcohols and ketones in high yields with good recovery performance.
- Zhu, Guanxin,Duan, Zheng-Chao,Zhu, Haiyan,Qi, Minghui,Wang, Dawei
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- N-Heterocyclic Carbene Catalyzed Synthesis of Trisubstituted Epoxides via Tandem Amidation/Epoxidation Sequence
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A tandem amidation/epoxidation sequence between various substituted chalcones and N,N-dimethylformamide (DMF) for the synthesis of trisubstituted epoxides employing N-heterocyclic carbene catalysis was developed. This reaction was performed under metal-free conditions in the presence of tert-butyl hydroperoxide (TBHP) as the oxidant. Trisubstituted epoxides bearing a ketone and an amide functionality (N,N-dimethyl formyl group) were synthesized starting from a wide range of chalcones in moderate to good yields with excellent diastereoselectivity.
- Devi, E. Sankari,Pavithra, Thangavel,Tamilselvi,Nagarajan, Subbiah,Sridharan, Vellaisamy,Maheswari, C. Uma
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supporting information
p. 3576 - 3580
(2020/04/20)
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- Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones
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Enantioselective diverse synthesis of a small-molecule collection with structural and functional similarities or differences in an efficient manner is an appealing but formidable challenge. Asymmetric preparation and branching transformations of tetrahydroindolizines in succession present a useful approach to the construction of N-heterocycle-containing scaffolds with functional group, and stereochemical diversity. Herein, we report a breakthrough toward this end via an initial diastereo- A nd enantioselective [3 + 2] cycloaddition between pyridinium ylides and enones, following diversified sequential transformations. Chiral N,N′-dioxide-earth metal complexes enable the generation of optically active tetrahydroindolizines in situ, across the strong background reaction for racemate-formation. In connection with deliberate sequential transformations, involving convenient rearomatic oxidation, and light-active aza-Norrish II rearrangement, the tetrahydroindolizine intermediates were converted into the final library including 3-arylindolizine derivatives and dicarbofunctionalized 1,5-dicarbonyl compounds. More importantly, the stereochemistry of four-stereogenic centered tetrahydroindolizine intermediates could be efficiently transferred into axial chirality in 3-arylindolizines and vicinal pyridyl and aryl substituted 1,5-diketones. In addition, densely functionalized cyclopropanes and bridged cyclic compounds were also discovered depending on the nature of the pyridinium ylides. Mechanism studies were involved to explain the stereochemistry during the reaction processes.
- Feng, Xiaoming,He, Qianwen,Liu, Xiaohua,Pan, Chenjing,Su, Zhishan,Wu, Zhikun,Zhang, Dong,Zhou, Yuqiao
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supporting information
p. 15975 - 15985
(2020/10/18)
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- Novel chalcones derivatives with potential antineoplastic activity investigated by docking and molecular dynamics simulations
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Glioblastoma is an aggressive primary tumor of the central nervous system (CNS). Is the most aggressive among infiltrative gliomas arising from the CNS. This tumor has low patient survival rate and several studies aiming at developing new drugs have increased. Patients with this cancer type face significant morbidity and mortality. This study evaluated the antineoplastic activity of synthetic chalcones (3a-3f) using in vitro glioblastoma models and molecular modeling. Cytotoxicity assay showed that Astrocitoma Hospital Ofir Loyola No 1 (AHOL1) and Uppsala 87 neoplastic glioblastoma lines (U87) cellular viability were significantly reduced compared to Healthy human fibroblasts cell lines (AN27) when exposed to chalcones. Interaction with the serine amino acid was present in the most promising and the reference binder docking, suggesting its importance inhibiting cell growth. Comparative analysis between the reference ligands and the molecules showed that the amino acid LYS352 present in all fittings, suggesting that this is the main amino acid for interaction with tubulin and are consistent with those in cytotoxicity assay, suggesting antineoplastic potential in glioblastoma. Long trajectory molecular dynamics studies were also carried out in order to investigate stability and conformations amongst the chalcones bound tubulin as well, in comparison to doxorubicin (here used as control), however future studies are needed to further assess the mechanism of inhibition of chalcones used in this investigation. Communicated by Ramaswamy H. Sarma.
- Neto, Raimundo de A. M.,Santos, Cleydson B. R.,Henriques, Shayanne V. C.,Machado, Letícia de O.,Cruz, Jorddy N.,da Silva, Carlos H. T. de P.,Federico, Leonardo B.,Oliveira, Edivaldo H. C. de,de Souza, Michel P. C.,da Silva, Patrícia N. B.,Taft, Carlton A.,Ferreira, Irlon M.,Gomes, Madson R. F.
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- Synthesis and anti-proliferative assessment of triazolo-thiadiazepine and triazolo-thiadiazine scaffolds
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A series of triazolo-thiadiazepines 4a-k were synthesized with excellent yields using dehydrated PTSA as a catalyst in toluene. Two triazolo-thiadiazines were obtained; 8a was formed directly by reflux in ethanol, whereas, PTSA promoted the formation of 8
- Boraei, Ahmed T.A.,Ghabbour, Hazem A.,Gomaa, Mohamed S.,El Ashry, El Sayed H.,Barakat, Assem
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- Intermolecular Multiple Dehydrogenative Cross-Couplings of Ketones with Boronic Acids and Amines via Copper Catalysis
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An efficient and versatile oxidative coupling reaction was developed for the synthesis of valuable β-functionalized unsaturated ketones and meta-substituted phenols. In the case of intramolecular reactions, achieving rapid molecular complexity through multiple dehydrogenative couplings is already a well-established strategy. Herein, we report an intermolecular multiple dehydrogenative coupling between ketones and nucleophilic amines or boronic acids using inexpensive copper(I) oxide as a catalyst. This method provides a facile access to highly desirable chemical products such as α,β-unsaturated ketones, enaminones, and synthetically relevant meta-substituted phenols. (Figure presented.).
- Wang, Tianzhang,Chen, Guowei,Lu, Yu-Jing,Chen, Qian,Huo, Yanping,Li, Xianwei
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supporting information
p. 3886 - 3892
(2019/07/19)
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- Studies of NMR Chemical Shifts of Chalcone Derivatives of Five-membered Monoheterocycles and Determination of Aromaticity Indices
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A series of the chalcone derivatives of the five-membered monoheterocyclic compounds, (E)-1-aryl-3-heteroarylpropen-1-ones, were prepared by aldol condensation of the corresponding aldehydes of thiophene, pyrrole, and furan with m- and p-substituted acetophenones. Similar condensation of the acetyl compounds of the heterocycles with m- and p-substituted benzaldehydes gave another series of the chalcone derivatives, (E)-1-heteroaryl-3-arylpropen-1-ones. The 13C chemical shift values (δC) of the chalcone derivatives were determined in order to find if they correlated with the Hammett σ values. A good correlation, especially for the β-C for both series, was found for the 13C chemical shift values (δC) of the chalcone derivatives with the Hammett σ values. The chemical shift values of the β-C of the heterocyclic compounds were plotted against those of the benzene derivatives. The resulting slopes were found to be close to the values of the aromaticity indices.
- Jeong, Eun Jeong,Lee, In-Sook Han
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p. 668 - 673
(2019/07/12)
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- Synthesis, quantum chemical, in vitro acetyl cholinesterase inhibition and molecular docking studies of four new coumarin based pyrazolylthiazole nuclei
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Four new 3-(2-(3-Phenyl-5-substituted phenyl-4,5-dihydropyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-one derivatives (1–4) were synthesized and fully characterized by spectroscopic techniques. The final structures of all chromenone analogues (1–4) were confirm
- Madni, Murtaza,Ahmed, Muhammad Naeem,Hameed, Shahid,Ali Shah, Syed Wadood,Rashid, Umer,Ayub, Khurshid,Tahir, M.Nawaz,Mahmood, Tariq
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p. 175 - 186
(2018/06/08)
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- Pyrazolopyrimidine compound and application thereof as well as luminescent device
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The invention provides a pyrazolopyrimidine compound; the structural formula of the pyrazolopyrimidine compound is shown in the description. The pyrazolopyrimidine compound has better thermal stability, high luminous efficiency and high luminescence purit
- -
-
Paragraph 0051; 0053-0055; 0087; 0089-0091
(2018/10/04)
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- Chloramphenicol base chemistry. Part 11: chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones
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The first chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones is reported. The Michael adducts were obtained in good to excellent yields (up to 98% yield) and enantioselectivities (up to 94% ee). This reaction has a broad substrate scope to various α,β-unsaturated ketones. With this in mind, this methodology was successfully applied to the synthesis of a chiral piperidone, an advanced building block for dihydropyridinone P2X7 receptor antagonists.
- Yan, Linjie,Wang, Haifeng,Xiong, Fangjun,Tao, Yuan,Wu, Yan,Chen, Fener
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p. 921 - 929
(2017/07/11)
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- Iron(III) phthalocyanine chloride-catalyzed oxidation-aromatization of α,β-unsaturated ketones with hydrazine hydrate: Synthesis of 3,5-disubstituted 1H-pyrazoles
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We have developed an iron(III) phthalocyanine chloride-catalyzed oxidation-aromatization of α,β-unsaturated ketones with hydrazine hydrate. Various 3,5-disubstituted 1H-pyrazoles were obtained in good to excellent yields. This method offers several advantages, including room-temperature conditions, short reaction time, high yields, simple work-up procedure, and use of air as an oxidant. The catalyst can be recovered and reused five times without loss of activity.
- Zhao, Junlong,Qiu, Jun,Gou, Xiaofeng,Hua, Chengwen,Chen, Bang
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p. 571 - 578
(2016/04/20)
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- ORGANIC COMPOUND, CHARGE-TRANSPORTING MATERIAL, AND ORGANIC ELECTROLUMINESCENT ELEMENT
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There are provided an organic having both excellent hole transporting property and satisfactory electron transporting and showing excellent durability against electric oxidation/reduction and a high triplet excitation level, and a charge transporting material and an organic electroluminescent device each using the organic compound. The organic compound is represented by following Formula (I): wherein Cz 1 and Cz 2 each represent a carbazolyl group; Z represents a direct bond or an arbitrary linkage group enabling the conjugation of nitrogen atoms in the carbazole rings of Cz 1 and Cz 2 with each other; and Q represents a direct bond connecting to "G" in following Formula (II): wherein Ring B 1 represents a six-membered aromatic heterocyclic ring having "n" nitrogen atom(s) as hetero atom(s); "n" represents an integer of from 1 to 3; G represents a direct bond or an arbitrary linkage group connecting to Q when G connects to Q; Gs connect to carbon atoms at the ortho-position and the para-position with respect to nitrogen atom(s) in Ring B 1 ; G represents an aromatic hydrocarbon group when G does not connect to Q; and "m" represents an integer of from 3 to 5.
- -
-
Paragraph 0212
(2015/09/22)
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- Tin(II) chloride mediated coupling reactions between alkynes and aldehydes
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Tin(II) chloride, which is insensitive to water and air, mediated the coupling reaction between alkynes and aldehydes as a Lewis acid in nitromethane to produce (E)-α,β-unsaturated ketones by a skeletal transformation in which one alkynic carbon atom changed into an oxo carbon atom accompanied by the cleavage of a C=O bond in the starting aldehydes. This coupling reaction was promoted by a catalytic amount of a primary or secondary alkanol. The coupling reaction between 1-deuterio-2-phenylethyne and benzaldehyde with BuOH afforded 1,3-diphenyl-2-deuterio-2-propenone (2-deuteriation: 94 % D), whereas the coupling reaction between phenylethyne and benzaldehyde with BuOD afforded 1,3-diphenyl-2-propenone (2-deuteriation: 0 % D). Because almost no exchange between hydrogen and deuterium at the 2-position of 1,3-diphenyl-2-propenone occurs in either of the reactions, the coupling reaction between alkynes and aldehydes with tin(II) chloride is presumed to proceed by nucleophilic addition of alkynes to aldehydes. The cleavage of the C-O single bond generated by the nucleophilic addition might be induced by the strong oxophilicity of tin. Coupling reactions occur between alkynes and aldehydes mediated by tin(II) chloride as a Lewis acid to produce (E)-α,β-unsaturated ketones by a skeletal transformation in which an alkynic carbon atom changes into an oxo carbon atom accompanied by cleavage of the C=O bond in the starting aldehydes. This coupling reaction is promoted by a catalytic amount of a primary or secondary alkanol. Copyright
- Masuyama, Yoshiro,Takamura, Wataru,Suzuki, Noriyuki
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p. 8033 - 8038
(2014/01/06)
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- Copper-catalyzed rearrangement of N-aryl nitrones into epoxyketimines
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Please pass the oxygen: A new method for the preparation of trans-α,β-epoxyketimines has been achieved through a copper-catalyzed rearrangement of (E)-α,β-unsaturated nitrones. The scope and tolerance of the method is evaluated and the synthetic utility of the products is demonstrated. The new transformation provides facile access to an unusual, densely functionalized intermediate that can be exploited for further synthetic application. Copyright
- Mo, Dong-Liang,Anderson, Laura L.
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supporting information
p. 6722 - 6725
(2013/07/26)
-
- Synthesis and in vitro antimicrobial activity of novel 2-(3-oxo-1,3- diarylpropylthio)acetic acid derivatives
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A series of novel 2-(3-oxo-1,3-diarylpropylthio)acetic acid derivatives (3a-l) were prepared by base catalyzed addition of thioglycolic acid to chalcones (1a-l). The antibacterial activities of synthesized compounds were screened against human pathogenic microorganisms by employing the disk-diffusion technique. For the active compounds, also minimum inhibitory concentrations (MICs) were determined.
- Gezegen, Hayreddin,Karaman, Isa,Ceylan, Mustafa,Dilmac, Merve
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p. 893 - 900
(2012/10/30)
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- Synthesis, characterization, covalent binding, and degree of unwinding of platinum(II) bipyridine complexes
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The complexes [Pt(3''-clpbpy)Cl2] (1) [3''-clpbpy = 4-(3''-chlorophenyl)-6-phenyl-2, 2'-bipyridine], [Pt(4''-clpbpy)Cl2] (2) [4''-clpbpy = 4-(4''-chlorophenyl)-6-phenyl-2, 2'-bipyridine], [Pt(3''-brpbpy)Cl2] (3) [3''-brpbp
- Patel, Mohan,Gandhi, Deepen S.,Parmar, Pradhuman A.,Bhatt, Bhupesh S.,Patidar, Anshul P.
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experimental part
p. 838 - 843
(2012/08/08)
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- Interaction of drug based copper(II) complexes with Herring Sperm DNA and their biological activities
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Square pyramidal Cu(II) complexes with NS donor ligand and ciprofloxacin have been synthesized and characterized using analytical and spectral techniques. The synthesized complexes have been tested for their antimicrobial activity using double dilution te
- Patel, Mohan N.,Patel, Chintan R.,Joshi, Hardik N.
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p. 66 - 73,8
(2012/12/11)
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- Nanocasting, Template Synthesis, and Structural Studies on Cesium Salt of Phosphotungstic Acid for the Synthesis of Novel 1,3,5-Triaryl-pyrazoline Derivatives
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The elimination of the silica matrix of composites by HF occurred by a two-step reaction deposition of a Cs2.5H0.5PW12O40 (CsHPW) salt nanocrystal. We used 2D hexagonal SBA-15 silica as a template for the nanofabrication of CsHPW nanoparticles. Nanocast CsHPW materials are stable against leaching and colloidization in polar solvents. The catalytic performance of the nanocast CsHPW materials exceeded that of bulk Cs2.5H0.5PW12O40, which is the most active among the acidic HPW salts. A series of novel 1,3,5-triaryl-pyrazoline derivatives were synthesized by the reaction between chalcone and phenylhydrazine in high yield in the presence of CsHPW salt nanocrystals.
- Fazaeli, Razieh,Aliyan, Hamid,Tangestaninejad, Shahram,Mohammadi, Esmaeel,Bordbar, Maryam
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p. 237 - 246
(2016/04/19)
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- Solvent-free selective cross-aldol condensation of ketones with aromatic aldehydes efficiently catalyzed by a reusable supported acidic ionic liquid
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A newly prepared catalyst consisting of acidic ionic liquid 1-(4-sulfonic acid) butylpyridinium hydrogen sulfate supported on silica was used to catalyze the cross-aldol condensation of ketones with aromatic aldehydes under solvent-free conditions. The highly active and selective catalyst gave good to excellent yields of the desired cross-aldol products without the occurrence of any self-condensation reactions. Reaction times were short, the procedure and work-up were simple, and no volatile or hazardous organic solvents were necessary. Moreover, the catalyst could be reused at least four times with only a slight reduction in activity.
- Davoodnia, Abolghasem,Yassaghi, Ghazaleh
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p. 1950 - 1957
(2013/02/25)
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- One-pot production of chiral α,β-epoxy ketones from benzaldehydes and acetophenones by recyclable poly(amino acid) catalysis
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An efficient one-pot, two-step process was disclosed for production of chiral α,β-epoxy ketones from benzaldehydes and acetophenones catalyzed by imidazolium-modified poly(l-leucine). Two effective reaction systems with complementary high enantioselectivities (up to 98% ee) or satisfactory yields (up to 89%) have been developed. Importantly, the poly(amino acid) catalyst can be easily recovered and recycled for ten times without losing its catalytic efficiency in terms of both enantioselectivity and yield.
- Luo, Wanrong,Yu, Zhichao,Qiu, Wenwei,Yang, Fan,Liu, Xiaofeng,Tang, Jie
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supporting information; experimental part
p. 5289 - 5292
(2011/08/04)
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- Tungstophosphoric acid supported on highly organosoluble polyamide (PW 12/PA): Highly efficient catalysts for the synthesis of novel 1,3,5-triaryl-2-pyrazoline derivatives
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A novel compound constructed from polyoxometalate (H3PW 12O40, PW12) and poly(amidoamine) (PA) was prepared at room temperature in an aqueous solution by an impregnation method. A series of novel 1,3,5-triaryl-2-pyrazoline derivatives was synthesized by the reaction between chalcone and phenylhydrazine in the presence of the title compound, PW12/PA, in high yields. The structures of the compounds obtained were determined by IR and 1H NMR spectra.
- Fazaeli, Razieh,Aliyan, Hamid,Mallakpour, Shadpour,Rafiee, Zahra,Bordbar, Maryam
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experimental part
p. 582 - 588
(2012/01/06)
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- Synthesis of Aza-BODIPY boron difluoride PDT agents to promote apoptosis in HeLa cells
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BF2 Chelated azadipyrromethene dyes fluoresce in the near infrared and have potential applications in photodynamic therapy. When irradiated above 600nm these aza-BODIPY compounds react with triplet O 2 in the body to form a reactive
- Priefer, Ronny,Griffithsa, Justin R.,Ludwiga, Janelle N.,Skelhorne-Grossb, Graham,Greene, Robert S.
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experimental part
p. 368 - 373
(2012/05/07)
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- Three-step synthesis of 2,4-diaryl-5,6,7,8-tetrahydroquinoline derivatives
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(Chemical Equation Presented) Addition of cylohexanone to chalcones, obtained from the appropriate acetophenone and benzaldehyde derivatives, under solvent-free conditions gave 1,5-diketones in good yields. Treatment of 1,5-diketones with ammonium acetate in acetic acid afforded directly 2,4-diaryl-5,6,7,8-tetrahydroquinoline derivatives (7a-u) in high yields. The structures of 7a-u were elucidated by 1H NMR, 13C NMR, IR, and elemental analysis.
- Gezegen, Hayreddin,Dingil, Alparslan,Ceylan, Mustafa
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experimental part
p. 1017 - 1024
(2010/10/21)
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- Screening of biological activities of a series of chalcone derivatives against human pathogenic microorganisms
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In an effort to develop new antimicrobial agents, a series of chalcone derivatives, 3-60, were prepared by Claisen-Schmidt condensation of appropriate acetophenones and 2-furyl methyl ketones with appropriate aromatic aldehydes, furfural, and thiophene-2-carbaldehyde in an aqueous solution of NaOH and EtOH at room temperature. The synthesized compounds were characterized by means of their IR- and NMR-spectral data, and elemental analysis. All compounds were tested for their antibacterial and antifungal activities by the disc diffusion method. For the most active compounds, also minimum inhibitory concentrations (MICs) were determined.
- Karaman, Isa,Gezegen, Hayreddin,Guerdere, M. Burcu,Dingil, Alparslan,Ceylan, Mustafa
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experimental part
p. 400 - 408
(2010/09/04)
-
- A palladium catalyzed atom-efficient cross-coupling reactivity of triarylbismuths with α,β-unsaturated acyl chlorides
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An atom-efficient cross-coupling reactivity of triarylbismuths (1 equiv) was demonstrated by cross-coupling reaction with 3 equiv of α,β-unsaturated acyl chlorides under palladium catalysis in the synthesis of a series of functionalized α, β-unsaturated ketones in high isolated yields.
- Rao, Maddali L.N.,Venkatesh, Varadhachari,Jadhav, Deepak N.
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p. 2494 - 2498
(2008/09/21)
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- Process for preparing vinyl substituted beta-diketones
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A process for preparing vinyl substituted beta-diketones includes reacting a halogen-containing beta-diketone with an olefin in a reaction zone under Heck coupling reaction conditions in the presence of a catalyst, a base, and an organic phosphine to provide a vinyl substituted beta-diketone product.
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Page/Page column 9
(2008/06/13)
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- ORGANIC COMPOUND, CHARGE-TRANSPORTING MATERIAL, AND ORGANIC ELECTROLUMINESCENT ELEMENT
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An organic compound represented by the following formula (I), which combines excellent hole-transporting properties with excellent electron-transporting properties and has excellent long-term resistance to electrical oxidation/reduction and a high triplet excitation level; and a charge-transporting material and an organic electroluminescent element which comprise or employ the organic compound. (I) Cz1 and Cz2 each is carbazolyl; Z is a direct bond or any connecting group which enables the nitrogen atom of the carbazole ring in Cz1 to be conjugated with the nitrogen atom of the carbazole ring in Cz2; and Q represents a direct bond connected to G in the following formula (II). Ring B1 is a 6-membered aromatic heterocycle having n nitrogen atom(s) as a heteroatom, provided that n is an integer of 1-3. When G is connected to Q, it is a direct bond or any connecting group which each is connected to Q. G is bonded to any of the carbon atoms located in the ortho and para positions to a nitrogen atom of the ring B1. When G is not connected to Q, it is an aromatic hydrocarbon group. Symbol m is an integer of 3-5.
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Page/Page column 90-91
(2008/06/13)
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- Efficient synthesis of chalcones by a solid base catalyst
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A simple and efficient heterogeneous procedure has been developed for the synthesis of chalcones (α,β-unsaturated ketones) by the Claisen-Schmidt condensation between arylaldehydes and ketones using Mg-Al-OtBu hydrotalcite (HT-OtBu) as catalyst. Copyright Taylor & Francis, Inc.
- Kantam, M.Lakshmi,Veda Prakash,Venkat Reddy
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p. 1971 - 1978
(2007/10/03)
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- Synthesis of vinyl-substituted β-diketones for polymerizable metal complexes
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Polymerizable β-diketones for application to metal ion coordination have been prepared and characterized. Bromine-substituted β-diketones were synthesized under Claisen-Schmidt-type condensation conditions. Vinyl groups were substituted for the halide by
- Southard, Glen E.,Murray, George M.
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p. 9036 - 9039
(2007/10/03)
-
- Synthesis and biological activity of 3-aryl-5-(3′ -bromo/chlorophenyl)isoxazoles
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3-Aryl-5-(3′-bromo/chlorophenyl)isoxazole derivatives (3a-j, 4a-j) have been prepared by condensing 1-aryl-3-(3′-bromo/ chlorophenyl)-2-propen-1-ones (1a-j, 2a-j) with hydroxylamine hydrochloride. Compounds 1a-j, 2a-j have been synthesized by the reaction
- Popat,Nimavat,Kachhadia,Joshi
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p. 707 - 708
(2007/10/03)
-
- FeCl3·6H2O catalysed condensation of aldehydes and ketones in ionic liquid: A novel green synthesis of chalcones
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Using iron(III) chloride hexahydrate as a catalyst, chalcones were efficiently prepared from acetophenone and benzaldehyde in ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate) for the first time. Compared with the known methods, this novel access to chalcones has the advantage of being a green process together with good yields and mild reaction conditions.
- Zhang, Xinying,Niu, Hongying,Wang, Jianji
-
-
- Samarium triiodide mediated dethiocyanation of phenacyl thiocyanates and its application in carbon-carbon bond formation reactions
-
Promoted by Sml3, phenacyl thiocyanates can undergo efficiently dethiocyanation and thus give a samarium enolate intermediate. On treatment with water or aldehydes and water subsequently, this in situ generated intermediate can give acetophenones or α,β-unsaturated ketones respectively in high yields under mild conditions.
- Fan, Xuesen,Zhang, Yongmin
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p. 439 - 441
(2007/10/03)
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- Three-component reaction of aldehydes, α-haloketones and benzoylacetonitrile and Michael addition of benzoylacetonitrile to chalcones both promoted by samarium triiodide: Two routes for preparation of 1-benzoyl -1-cyano-2-aryl-3-aroylpropane derivatives
-
Two methods are described for preparation of 1-benzoyl-1-cyano-2-aryl-3-aroylpropane derivatives via three-component reaction of aldehydes, a-haloketones and benzoylacetonitrile or via Michael addition of benzoylacetonitrile to chalcones promoted by samarium triiodide.
- Liu, Yun-Kui,Zhang, Yong-Min,Li, Zhi-Fang
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p. 433 - 436
(2007/10/03)
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- A novel one-pot synthesis of cyclopentanol derivatives from aldehydes and α-haloketones by samarium (III) iodide and samarium (II) iodide mediated cascade reactions
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Aldehydes can react with α-haloketones promoted by Sml3, to give α,β-unsaturated ketones, then, by adding powdered samarium to the reaction mixture, these undergo reductive cyclodimerisation to afford cyclopentanol derivatives under mild conditions.
- Fan, Xuesen,Zhang, Yongmin
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p. 104 - 105
(2007/10/03)
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- AN ALDOL-LIKE REACTION MEDIATED BY SmI2
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α-Haloketone reacted with aldehydes to form α,β-unsaturated ketones accompanied by dehalogenation in the presence of SmI2.Mechanism involving samarium enolate intermediate formed in situ from α-haloketone with both SmI2 and Sm(III)/I- species was proposed.
- Zhang, Yongmin,Liu, Tianchun,Lin, Ronghui
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p. 2003 - 2010
(2007/10/02)
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- Kinetic Study of the Homolytic Brominolysis of 1,2-Diarylcyclopropanes
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The rate constants for the photolytic brominolysis of 22 trans-1,2-diarylcyclopropanes in carbon disulfide relative to an internal standard, p-chlorotoluene, have been determined.The products of the brominolysis are 1,3-dibromo-1,3-diarylpropanes.The rate constants range over 5 orders of magnitude, being enhanced by electrondonating substituents on one or both benzene rings.The quantitative size of the substituent effect (ρ) at either involved carbon center is a function of the substituent at the other center.This fact suggests a continuum of transition-state structures with varying degrees of bond breaking and charge separation.
- Applequist, Douglas E.,Gdanski, Rick D.
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p. 2502 - 2510
(2007/10/02)
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