Copper-catalyzed oxidative trimerization of indoles by using TEMPO to construct quaternary carbon centers: the synthesis of 2-(1H-indol-3-yl)-2,3′-biindolin-3-ones

A simple, convenient, and efficient synthesis of 2-(1H-indol-3-yl)-2,3′-biindolin-3-one derivatives has been developed by the oxidative trimeric reaction of indoles using the TEMPO/CuCl 2 catalyst system under ambient air. This methodology provides an alternative approach for the direct generation o...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 92; no. 4; pp. 269 - 273
Main Authors Kong, Yu-Bo, Zhu, Jia-Yi, Chen, Zheng-Wang, Liu, Liang-Xian
Format Journal Article
LanguageEnglish
Published OTTAWA NRC Research Press 01.04.2014
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS
Canadian Science Publishing NRC Research Press
Subjects
biomimetic synthesis
Carbon
Catalysts
Chemical engineering
Chemical engineering research
Chemical properties
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Copper
Copper chloride
Indole
Indoles
Methods
Oxidation
Oxidation-reduction reaction
Physical Sciences
Production processes
Science & Technology
Synthesis
synthèse biomimétique
TEMPO
trimerization
trimérisation
China
ALCOHOLS
indoles
trimerization
AIR
ALDEHYDES
TEMPO
biomimetic synthesis
GREEN
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Summary:A simple, convenient, and efficient synthesis of 2-(1H-indol-3-yl)-2,3′-biindolin-3-one derivatives has been developed by the oxidative trimeric reaction of indoles using the TEMPO/CuCl 2 catalyst system under ambient air. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C-2 position of indoles.
ISSN:0008-4042
1480-3291
DOI:10.1139/cjc-2013-0435