Multicomponent Tandem Triple Functionalization of Indoles via a Directing‐group‐free Strategy

Author:

Gu Xiaoting1,Zhang Xiaoxiang1,Yu Wenhua1,Sun Ke1,Wei Wanxing1,Zhang Zhuan123,Liang Taoyuan123ORCID

Affiliation:

1. School of Chemistry and Chemical Engineering Guangxi University Nanning 530004 People's Republic of China

2. Guangxi Key Laboratory of Electrochemical Energy Materials Guangxi University Nanning Guangxi 530004 People's Republic of China

3. Guangxi Colleges and Universities Key Laboratory of Applied Chemistry Technology and Resource Development Guangxi University Nanning Guangxi 530004 People's Republic of China

Abstract

AbstractThe position‐selective functionalization of the poorly reactive benzenoid nucleus of indoles has remained a great challenge in organic chemistry. Here we describe a directing‐group‐free, three‐component tandem C3‐acylation/C5,6‐H disulfenylation of indoles via an iodine‐, Lewis acid‐ and Brønsted acid‐cooperated mediated strategy. This protocol is remarkable for its exceptional regio‐ and chemo‐selectivity, broad substrate scope, good functional group tolerance and mild reaction conditions. Advantageously, the present protocol offers great potential for the development of general site‐selective functionalization at the benzenoid nucleus of indoles, removing the requirement for neighbouring activating groups.magnified image

Funder

National Natural Science Foundation of China

Natural Science Foundation of Guangxi Province

Publisher

Wiley

Subject

General Chemistry

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