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

Author:

Zhou Xiao-Yu1,Chen Xia1,Wang Liang-Guang2,Yang Dan1,Li Jin-Hui1

Affiliation:

1. School of Chemistry and Materials Engineering, Liupanshui Normal University

2. College of Chemistry and Chemical Engineering, Anshun University

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 RuCl3·3H2O 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.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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