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Enantioselective Synthesis of 2‐Bromomethyl Indolines via BINAP(S)‐Catalyzed Bromoaminocyclization of Allyl Aniline
Author(s) -
Yu ShengNan,
Li YinLong,
Deng Jun
Publication year - 2017
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.201700106
Subject(s) - enantioselective synthesis , chemistry , binap , aniline , catalysis , organic chemistry , combinatorial chemistry
An enantioselective bromoamination of allyl aniline with N ‐bromosuccinimide (NBS) catalyzed by BINAP(S) (BINAP monosulfide) is described. This protocol could provide a range of chiral 2‐bromomethyl indolines in good to excellent yields with up to 87% ee. Furthermore, the resulting chiral 2‐bromomethyl indolines could be easily converted into synthetically useful chiral building blocks.

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