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Chemical Communications

Gold-catalyzed benzannulations of 2-alkenylindoles with alkynes: a protecting-group-free regioselective approach to carbazoles†

Pathan Mosim Amin,a   Weilin Wang,a   Chao Wang,a   Junrui Zhoua  and  Youliang Wang ORCID logo *a  

* Corresponding authors

a School of Chemistry, MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi’an Key Laboratory of Sustainable Energy Materials Chemistry, Xi’an Jiaotong University (XJTU), Xi’an, China
E-mail: youliangwang@xjtu.edu.cn

Abstract

A gold(I)-catalyzed protecting-group-free benzannulation approach to functionalized NH-carbazoles was accomplished via the hydroarylation of alkynes with 2-alkenylindoles. A broad spectrum of terminal and internal alkynes and 2-alkenylindoles successfully participated in this annulation reaction. The protocol efficiently enabled the formation of substituted NH-carbazoles with moderate to specific regioselectivities. The synthetic utility of this protocol was demonstrated by a variety of post-functionalizations.

Graphical abstract: Gold-catalyzed benzannulations of 2-alkenylindoles with alkynes: a protecting-group-free regioselective approach to carbazoles

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Article information

DOI
https://doi.org/10.1039/D4CC00176A
Article type
Communication
Submitted
12 Jan 2024
Accepted
22 Apr 2024
First published
22 Apr 2024

Chem. Commun., 2024, Advance Article

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Gold-catalyzed benzannulations of 2-alkenylindoles with alkynes: a protecting-group-free regioselective approach to carbazoles

P. M. Amin, W. Wang, C. Wang, J. Zhou and Y. Wang, Chem. Commun., 2024, Advance Article , DOI: 10.1039/D4CC00176A

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