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Nucleophilic Trifluoromethylthiolation of Allylic Bromides: A Facile Preparation of Allylic Trifluoromethyl Thioethers
Author(s) -
Tan Jianwei,
Zhang Guoting,
Ou Yangli,
Yuan Yaofeng,
Weng Zhiqiang
Publication year - 2013
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.201300415
Subject(s) - chemistry , allylic rearrangement , trifluoromethyl , reagent , nucleophile , regioselectivity , alkyl , alkoxy group , organic chemistry , nitro , halide , medicinal chemistry , combinatorial chemistry , catalysis
Abstract A facile preparation of allylic trifluoromethyl thioethers was achieved by using a copper reagent. The reaction of (bpy)Cu(SCF 3 ) with various allylic bromides afforded the desired trifluoromethylthiolation products in good to excellent yields with high stereo‐ and regioselectivity. Common functional groups such as alkyl, alkoxy, trifluoromethyl, nitro, halides and geranyl are well tolerated.