Issue 46, 2011
From the journal:

Chemical Communications

Regioselective Rh-catalyzed direct carbonylation of indoles to synthesize indole-3-carboxylates†

Rui Lang,ac   Junliang Wu,a   Lijun Shi,a   Chungu Xia*a  and  Fuwei Li*ab  

* Corresponding authors

a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China
E-mail: fuweili@licp.cas.cn
Fax: +86-931-4968129

b Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, Su, China

c Graduate University of Chinese Academy of Sciences, Beijing, China

Abstract

Rh-catalyzed C–H carbonylation of indoles under 1 atm of CO has been achieved. Various substituted indoles and indole with free N–H could be carboxylated with linear- and/or cyclic-alcohol to give the desired indole-3-carboxylates with up to 92% yield. A mechanism involving RhIII initiated C–H metallation is proposed.

Graphical abstract: Regioselective Rh-catalyzed direct carbonylation of indoles to synthesize indole-3-carboxylates

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Article information

DOI
https://doi.org/10.1039/C1CC15143F
Article type
Communication
Submitted
18 Aug 2011
Accepted
03 Oct 2011
First published
26 Oct 2011

Chem. Commun., 2011,47, 12553-12555

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Regioselective Rh-catalyzed direct carbonylation of indoles to synthesize indole-3-carboxylates

R. Lang, J. Wu, L. Shi, C. Xia and F. Li, Chem. Commun., 2011, 47, 12553 DOI: 10.1039/C1CC15143F

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