1577232-62-2Relevant academic research and scientific papers
Epoxyanthracene Derivatives and Dicarbonylation on Benzene Ring via Hexadehydro-Diels-Alder (HDDA) Derived Benzynes with Oxazoles
Yang, Feihu,Zheng, Xiaojie,Lei, Yu,Hu, Qiong,Zhu, Wenjing,Hu, Yimin
, p. 1125 - 1133 (2021/11/22)
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.
Fully Substituted Conjugate Benzofuran Core: Multiyne Cascade Coupling and Oxidation of Cyclopropenone
Yao, Liangliang,Hu, Qiong,Bao, Li,Zhu, Wenjing,Hu, Yimin
, p. 4971 - 4975 (2021/06/30)
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.
Phenanthrenes/dihydrophenanthrenes: The selectivity controlled by different benzynes and allenes
Yao, Liangliang,Fang, Bo,Hu, Qiong,Lei, Yu,Bao, Li,Hu, Yimin
supporting information, p. 15185 - 15188 (2020/12/21)
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
Oxazinyl phenyl ether derivative and preparation method thereof
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, (2018/12/02)
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.
Cycloheptadiene germinal diketone derivative and preparation method thereof
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Paragraph 0045; 0050, (2018/11/22)
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.
The second aryl residue selenium ether derivatives and its preparation method (by machine translation)
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Paragraph 0063; 0067, (2017/08/29)
The invention relates to the field of organic synthesis, and more particularly relates to a two-aryl residue selenium ether derivatives and its preparation method. The present invention provides a new series of two aryl residue selenium ether derivatives to the ordinary selenium ether derivatives in the presence of a multi-ring, its structure is more complex and diverse, application prospect. The preparation method comprises the following steps: in oxygen free system, the two alkyne class compounds, alkyl alkyne bromine, anhydrous acetonitrile, transition metal catalyst and organic alkali mixing and reaction intermediates. In the 90 - 100 °C conditions, intermediate, diphenyl diselenides and toluene mixed reaction. The preparation method of the substrate not only simple to synthesize, reagent is inexpensive, and has high atom economy, environmental protection obtain the target molecule, to the second aryl residue selenium ether derivatives for industrial production of a very valuable way. (by machine translation)
Aryl alkyl thioether derivative and its preparation method (by machine translation)
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Paragraph 0087; 0091, (2017/09/01)
The invention relates to the field of organic synthesis, and especially relates to an aryl alkyl thioether derivative and its preparation method. The present invention provides a series of new aryl alkyl thioether derivatives to the ordinary sulfide derivatives is the existence of multi-ring, its structure is more complex and diverse, in chemical production, in clinical medicine also will show more extensive use prospect. The preparation method comprises the following steps: in oxygen free system, the two alkyne class compounds, alkyl alkyne bromine, anhydrous acetonitrile, transition metal catalyst and organic alkali mixing and reaction intermediates. In the 90 - 100 °C under the conditions, the intermediate, alkyl disulfide and toluene mixing and reaction. The method overcomes the reaction route in the past is too long, the substrate and the harsh reaction conditions, substituted functional group extends the limited and the like. (by machine translation)
Benzofuran derivative and preparation method thereof
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Paragraph 0057, (2018/02/04)
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
Convenient one-step construction of yne-functionalized aryl halides through domino cyclization from tetraynes
Zhang, Hao,Hu, Qiong,Li, Lidong,Hu, Yimin,Zhou, Pingping,Zhang, Xiaorong,Xie, Haifeng,Yin, Fei,Hu, Yadong,Wang, Shaowu
supporting information, p. 3335 - 3337 (2014/03/21)
An efficient method for the construction of fused yne-substituted aryl halides by reaction of unactivated linear tetraynes with allyl halides via domino C-C coupling and formation of C-X bonds in the presence of Pd(OAc) 2/PPh3 was de
