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Visible light induced Trifluoromethyl Migration: Easy Access to α‐Trifluoromethylated Ketones from Enol Triflates
Author(s) -
Liu Shuyang,
Jie Jiyang,
Yu Jipan,
Yang Xiaobo
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701051
Subject(s) - chemistry , enol , trifluoromethyl , radical , photochemistry , visible spectrum , combinatorial chemistry , organic chemistry , catalysis , alkyl , physics , optoelectronics
Herein, we reported a novel method to synthesize α‐trifluoromethylated ketones from enol triflates. Involving a cascade sulfur dioxide extrusion and a CF 3 (trifluoromethyl) radical addition process, this reaction proceeds at room temperature and is driven by visible light irradiation. This protocol bears good functional group compatibility, which can generate the desired products in good to excellent yields even in gram scale. It is hoped that this approach to generate CF 3 radicals from enol triflates can be used in other radical‐involved reactions.