Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 14, Pages 2499-2508Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201700106
Keywords
enantioselective synthesis; indolines; bromoaminocyclization; allyl aniline; N-bromosuccinimide (NBS); BINAP(S)
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Funding
- National Natural Science Foundation of China [21572154]
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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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