Ruthenium-Catalyzed Oxidative Dearomatization of Indoles for the Construction of C2-Quaternary Indolin-3-ones

Abstract A ruthenium-catalyzed oxidative dearomatization of 2-alkyl- or 2-aryl-substituted indoles has been developed. When coupled with a cascade transformation, it provides a new system for the construction of indolin-3-ones bearing a C2-quaternary functionality. The reaction occurs readily with R...

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Bibliographic Details
Published in:Synlett 2018-04, Vol.29 (6), p.835-839
Main Authors: Zhou, Xiao-Yu, Chen, Xia, Wang, Liang-Guang, Yang, Dan, Li, Jin-Hui
Format: Article
Language:English
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Summary:Abstract A ruthenium-catalyzed oxidative dearomatization of 2-alkyl- or 2-aryl-substituted indoles has been developed. When coupled with a cascade transformation, it provides a new system for the construction of indolin-3-ones bearing a C2-quaternary functionality. The reaction occurs readily with RuCl 3 ·3H 2 O as a catalyst in acetonitrile. 2-(3-Indolyl)-substituted indolin-3-ones were obtained in medium to high yields. A mechanism for the reaction is also proposed.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0036-1591876