Synthesis of 2-Trifluoromethyl-4-aminoquinolines via Heating-Promoted Multi-component Reaction of CF_(3)-Imidoyl Sulfoxonium Ylides and Amines with Difluorocarbene as a C1 Synthon  

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作  者:Guangming Wei Chen Li Haoyuan Wang Zhengkai Chen Xiao-Feng Wu 

机构地区:[1]School of Chemistry and Chemical Engineering,Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province,Zhejiang Sci-Tech University,Hangzhou,Zhejiang,310018 China [2]Dalian National Laboratory for Clean Energy,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,Dalian,Liaoning,116023 China [3]Leibniz-Institut für Katalyse e.V.,Albert-Einstein-Straβe 29a,18059,Rostock,Germany

出  处:《Chinese Journal of Chemistry》2023年第23期3205-3210,共6页中国化学(英文版)

基  金:financial support from K.C.Wong Education Foundation(GJTD-2020-08).

摘  要:A thermally-induced multi-component reaction of CF_(3)-substituted imidoyl sulfoxonium ylides(TFISYs),amines and(triphenylphosphonio)difluoroacetate(PDFA)has been developed,allowing a facile access to 2-trifluoromethyl-4-aminoquinolines in high yields.The reaction proceeds smoothly with or without the addition of sulfur and utilizes difluorocarbene as a C1 synthon under simply heating conditions.Mechanistic study reveals that in-situ generated thiocarbonyl fluoride,isothiocyanate or gem-difluoroalkene might act as the key reaction intermediates.

关 键 词:CF_(3)-Imidoyl sulfoxonium ylides DIFLUOROCARBENE Multi-component reaction 2-Trifluoromethyl-4-aminoquinolines N-Heterocyclic compounds 

分 类 号:O62[理学—有机化学]

 

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