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Asymmetric Brønsted Acid‐Catalyzed Friedel–Crafts Reactions of Indoles with Cyclic Imines ‐ Efficient Generation of Nitrogen‐Substituted Quaternary Carbon Centers
Author(s) -
Rueping Magnus,
Raja Sadiya,
Núñez Alberto
Publication year - 2011
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.201000952
Subject(s) - chemistry , friedel–crafts reaction , brønsted–lowry acid–base theory , enantioselective synthesis , indole test , catalysis , optically active , organocatalysis , nitrogen , organic chemistry , quaternary carbon , carbon fibers , reaction conditions , materials science , composite number , composite material
A new enantioselective Brønsted acid‐catalyzed Friedel–Crafts reaction of indole with cyclic imines has been develeoped. This organocatalytic reaction provides for the first time optically active indolindolinone derivatives in high yields and with excellent enantioselectivities (up to 91% ee ) under mild reaction conditions.

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