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Perfluorobutyl Iodide Mediated [1,2] and [2,3] Stevens Rearrangement for the Synthesis of Indolin‐3‐Ones
Author(s) -
Chen ZhenYu,
Lin BiZhen,
Chen Lei,
Zou Yong,
Yan Ming,
Zhang XueJing
Publication year - 2020
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.202000427
Subject(s) - chemistry , iodide , ketone , salt (chemistry) , ammonium , amine gas treating , carroll rearrangement , medicinal chemistry , ammonium iodide , photochemistry , cope rearrangement , polymer chemistry , sigmatropic reaction , organic chemistry
The tertiary amine and ketone components of 1‐carbonyl‐substituted anilines undergo [1,2] and [2,3] Stevens rearrangement reactions, triggered by a C 4 F 9 radical, formed from electron donor–acceptor complexes. This approach enables the formation of a quaternary ammonium salt and thus a Stevens rearrangement to afford indolin‐3‐ones under mild conditions.