Issue 59, 2012
From the journal:

Chemical Communications

Palladium-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion: synthesis of 2-substituted 1H-indole-3-carboxamides†

Ziwei Hu,a   Dongdong Liang,a   Jiaji Zhao,a   Jinbo Huanga  and  Qiang Zhu*a  

* Corresponding authors

a State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, China
E-mail: zhu_qiang@gibh.ac.cn
Fax: +86-20-3201-5299
Tel: +86-20-3201-5287

Abstract

A base-controlled synthesis of 2-substituted secondary and tertiary 1H-indole-3-carboxamides through PdCl2-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion has been developed. The reaction proceeds smoothly at ambient temperature using O2 in air as the sole oxidant of the palladium catalyst.

Graphical abstract: Palladium-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion: synthesis of 2-substituted 1H-indole-3-carboxamides

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Article information

DOI
https://doi.org/10.1039/C2CC33435F
Article type
Communication
Submitted
12 May 2012
Accepted
30 May 2012
First published
13 Jun 2012

Chem. Commun., 2012,48, 7371-7373

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Palladium-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion: synthesis of 2-substituted 1H-indole-3-carboxamides

Z. Hu, D. Liang, J. Zhao, J. Huang and Q. Zhu, Chem. Commun., 2012, 48, 7371 DOI: 10.1039/C2CC33435F

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