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Catalytic Asymmetric Dearomative [3+2] Cyclisation of 1,4‐Quinone with 2,3‐Disubstituted Indoles
Author(s) -
Zhang Lvye,
Hu Jinjin,
Xu Ruigang,
Pan Shulei,
Zeng Xiaofei,
Zhong Guofu
Publication year - 2019
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.201901035
Subject(s) - chemistry , indoline , vicinal , quinone , phosphoric acid , catalysis , asymmetric carbon , combinatorial chemistry , enantioselective synthesis , stereoselectivity , stereochemistry , optically active , organic chemistry
A chiral phosphoric acid‐catalysed asymmetric dearomative [3+2] cyclisation for accessing enantioenriched benzofuroindolines with two vicinal tetrasubstituted carbon centres from readily available 1,4‐quinone and 2,3‐disubstituted indoles is developed. This protocol distinguishes itself by availability of the starting materials and mild reaction conditions in a stereoselective manner, which provides a complement to the existing methods for the asymmetric construction of pharmaceutically and biologically active benzofuro[2,3‐b]indoline compounds.