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Organocatalytic Enantioselective aza‐Friedel‐Crafts Reactions of Pyrazolinone Ketimines with Hydroxyindoles and Electron‐Rich Phenols
Author(s) -
Yang ZhongTao,
Yang WuLin,
Chen Long,
Sun Hao,
Deng WeiPing
Publication year - 2018
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.201800181
Subject(s) - chemistry , friedel–crafts reaction , enantioselective synthesis , indole test , phenols , organocatalysis , organic chemistry , benzene , conjugate , ring (chemistry) , catalysis , combinatorial chemistry , mathematical analysis , mathematics
A variety of enantioenriched indole derivatives substituted in the benzene ring were synthesised via an organocatalytic asymmetric aza‐Friedel‐Crafts reaction of pyrazolinone ketimines with hydroxyindoles. This reaction was also applicabled to electron‐rich phenols, yielding the desired products in high yields (up to 99%) and excellent stereo‐selectivities (91–99% ee). Moreover, this method presents its potential in the synthesis of structurally novel indole‐pyrazolinone conjugate derivatives.