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Ag I ‐Promoted Cascade for Difluoromethylation of Activated Alkenes to Difluoromethylated Oxindoles
Author(s) -
Wang Xinglu,
Wan Wen,
Chen Yunrong,
Li Jialiang,
Jiang Haizhen,
Wang Yong,
Deng Hongmei,
Hao Jian
Publication year - 2016
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.201600461
Subject(s) - chemistry , alkene , cascade , trimethylsilyl , cascade reaction , reaction conditions , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , chromatography
A simple Ag I ‐mediated direct difluoromethylation reaction of activated alkenes by using TMSCF 2 COOEt (TMS = trimethylsilyl) under mild reaction conditions has been described. This reaction tolerates a variety of functional groups and allows for a highly efficient synthesis of various difluoro‐containing oxindoles. Mechanistic investigations indicate that a difluoromethyl radical initiated the cascade sequence by undergoing an addition reaction to the alkene.