Palladium-catalyzed oxidative C–H activation/annulation of N-alkylanilines with bromoalkynes: access to functionalized 3-bromoindoles

Songjia Fang; Wenhao Chen; Huanfeng Jiang; Ruize Ma; Wanqing Wu

doi:10.1039/D2CC03298H

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Palladium-catalyzed oxidative C–H activation/annulation of N-alkylanilines with bromoalkynes: access to functionalized 3-bromoindoles†

Songjia Fang,^a Wenhao Chen,^a Huanfeng Jiang,

^a Ruize Ma^a and Wanqing Wu

*^a

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* Corresponding authors

^a State Key Laboratory of Luminescent Materials and Devices, Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China
E-mail: cewuwq@scut.edu.cn
Fax: (+86) 20-87112906

Abstract

A straightforward approach to the synthesis of 3-bromoindoles via palladium-catalyzed oxidative C–H activation/annulation of N-alkylanilines with bromoalkynes has been described. This protocol features high atom economy, excellent chemo- and regioselectivities, and good functional group tolerance. Moreover, the resultant 3-bromoindoles can be transformed to various functionalized indole derivatives, which demonstrates the practicability of this method in organic synthesis.

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DOI: https://doi.org/10.1039/D2CC03298H
Article type: Communication
Submitted: 11 Jun 2022
Accepted: 02 Aug 2022
First published: 02 Aug 2022

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Chem. Commun., 2022,58, 9666-9669

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Palladium-catalyzed oxidative C–H activation/annulation of N-alkylanilines with bromoalkynes: access to functionalized 3-bromoindoles

S. Fang, W. Chen, H. Jiang, R. Ma and W. Wu, Chem. Commun., 2022, 58, 9666 DOI: 10.1039/D2CC03298H

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Chemical Communications

Palladium-catalyzed oxidative C–H activation/annulation of N-alkylanilines with bromoalkynes: access to functionalized 3-bromoindoles†

Abstract

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Palladium-catalyzed oxidative C–H activation/annulation of N-alkylanilines with bromoalkynes: access to functionalized 3-bromoindoles

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