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Metal‐Free Hypervalent‐Iodine‐Promoted C3 Difluorination and C2 Oxidation of N‐Substituted Indoles
Author(s) -
Sun Xin,
Zhao XiaoJing,
Wu Bin
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700099
Subject(s) - hypervalent molecule , chemistry , regioselectivity , iodine , metal , reaction conditions , combinatorial chemistry , reaction mechanism , organic chemistry , photochemistry , medicinal chemistry , catalysis
A metal‐free, highly regioselective C3 difluorination and C2 oxidation of N‐substituted indoles, with the aid of in situ generated PhIF 2 in the presence of two types of fluorinating agents, was reported. This reaction provided 3,3‐difluoro‐2‐oxindoles with yields up to 64 % under mild reaction conditions. A mechanism for this reaction was proposed.