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The Coupling Reaction in the Synthesis of Trifluoromethyl Contained Compounds

Author: LiChunLin
Tutor: ShaoLiXiong；ZhangXingGuo
School: Wenzhou University
Course: Organic Chemistry
Keywords: Trifluoromethyl Trifluoromethylalkenylsulfide Benzothiophene Benzothiazole 1H-Isochromene 1, 3-Dihydroisobenzofuran
CLC: O621.25
Type: Master's thesis
Year: 2011
Downloads: 34
Quote: 0
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Abstract


This paper includes five parts. The main research purpose is to develop some new methods for the synthesis of new trifluoromethyl-contained compounds using the C-C, C-O, C-N or C-S bond forming reactions.（1） Some commonly methods were reviewed for the formation of the basic chemical bonds, such as C-C, C-O, C-N, and C-S bond forming reaction. Compared with C-S bond forming reaction, there are many famous methods for the previous three bonds formation, and the papers of the carbon-sulfur bond formation are less. Thus, three methods are summarized for the carbon-sulfur bond formation.（2） The Pd（PPh3）4-catalyzed coupling of （2-chloro-3,3,3-trifluoroprop-1-en-1-yl）- benzene with phenylboronic acid has been reported, and the effects of different groups has been discussed.（3） FeCl3-catalyzed coupling reactions of 2,2,2-trifluoro-N-phenylacetimidoyl chlorides with benzenethiols under mild conditions have developed for the synthesis of CF3 contained vinyl thioether.（4） 2-（Trifluoromethyl）benzo[b]thiophene, 2-（trifluoromethyl）benzo[d]thiazole and their derivatives were synthesized by 1-halo-2-（2-chloro-3,3,3- trifluoroprop-1-en-1-yl）benzene coupled with Na2S, and N-（2-halophenyl）-2,2,2-trifluoroacetimidoyl chloride coupled with NaSH using CuI catalyst.（5） The synthesis of 1-（trifluoromethyl）-1H-isochromene and its derivatives has been reported using o-alkynyl benzaldehyde and CF3TMS as the reaction partners. It is noteworthy that the reaction is carried out in the presence of water under metal-free conditions.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds > Chemical properties of organic reactions
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