Premium
DBU‐Promoted Trifluoromethylation of Aryl Iodides with Difluoromethyltriphenylphosphonium Bromide
Author(s) -
Wei Yun,
Yu Liuying,
Lin Jinhong,
Zheng Xing,
Xiao Jichang
Publication year - 2016
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500543
Subject(s) - trifluoromethylation , chemistry , difluorocarbene , ylide , aryl , bromide , phosphonium , trifluoromethyl , medicinal chemistry , iodide , organic chemistry , alkyl
DBU‐promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide (DFPB) in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonate the difluoromethyl group in DFPB to generate difluoromethylene phosphonium ylide Ph 3 P + CF 2 − , but also converts the difluorocarbene generated from ylide Ph 3 P + CF 2 − into trifluoromethyl anion, finally resulting in the trifluoromethylation of aryl iodides. The reactions proceeded smoothly to afford expected products in moderate to good yields.