Issue 90, 2017

Regiocontrolled direct C4 and C2-methyl thiolation of indoles under rhodium-catalyzed mild conditions

Abstract

A straightforward Rh(III)-catalyzed general strategy was developed for the site-selective remote C4 (sp2) and C2 (sp3)-methyl thiolation of an indole core, keeping the oxime directing group at the C3 position. The transformation was accomplished under mild conditions with a wide scope and functional group tolerance. The directing group can easily be removed after operation. Methyl substitution at the C2 position of the indole core led to C2 (sp3)-methyl thiolation.

Graphical abstract: Regiocontrolled direct C4 and C2-methyl thiolation of indoles under rhodium-catalyzed mild conditions

Supplementary files

Article information

Article type
Communication
Submitted
10 Sep 2017
Accepted
11 Oct 2017
First published
11 Oct 2017

Chem. Commun., 2017,53, 12197-12200

Regiocontrolled direct C4 and C2-methyl thiolation of indoles under rhodium-catalyzed mild conditions

S. Maity, U. Karmakar and R. Samanta, Chem. Commun., 2017, 53, 12197 DOI: 10.1039/C7CC07086A

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