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Copper‐Catalyzed Three‐Component Reactions of 2‐Iodo‐2,2‐difluoroacetophenones, Alkynes, and Trimethylsilyl Cyanide
Author(s) -
Wu Pingjie,
Zheng Cheng,
Wang Xia,
Wu Jingjing,
Wu Fanhong
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001650
Subject(s) - chemistry , trimethylsilyl cyanide , catalysis , stereoselectivity , substrate (aquarium) , cyanide , combinatorial chemistry , organic chemistry , component (thermodynamics) , trimethylsilyl , copper , reaction conditions , oceanography , physics , thermodynamics , geology
A Cu(I)‐catalyzed three‐component reaction of 2‐iodo‐2,2‐difluoroacetophenones, alkynes, and TMSCN is described. The reaction provided a facile method for the synthesis of difluoroacyl‐substituted nitriles, which might be served as potentially useful fluoroorganic intermediates for further transformation in drug discovery. This method has broad substrate scope, good efficiency, and excellent stereoselectivity. Preliminary mechanistic investigation indicated that a radical‐mediated process was involved in this cyanodifluoroalkylation reaction.