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Issue 13, 2016
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Synthesis of indole-annulated sulfur heterocycles using copper-catalysed C–N coupling and palladium-catalysed direct arylation

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Abstract

A simple and efficient method for the synthesis of biologically relevant 5H-benzo[4,5][1,3]thiazino[3,2-a]indoles and 5,7-dihydroisothiochromeno[3,4-b]indoles has been developed via intramolecular copper catalysed Ullmann-type C–N coupling and palladium catalysed direct arylation from the corresponding precursors 2-(2-bromobenzylthio)-1H-indole and 2-(2-bromobenzylthio)-1-methyl-1H-indole, respectively, in good to excellent yields.

Graphical abstract: Synthesis of indole-annulated sulfur heterocycles using copper-catalysed C–N coupling and palladium-catalysed direct arylation

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Article information


Submitted
15 Jan 2016
Accepted
04 Mar 2016
First published
04 Mar 2016

Org. Biomol. Chem., 2016,14, 3450-3458
Article type
Paper

Synthesis of indole-annulated sulfur heterocycles using copper-catalysed C–N coupling and palladium-catalysed direct arylation

G. M. Shelke, M. Jha and A. Kumar, Org. Biomol. Chem., 2016, 14, 3450
DOI: 10.1039/C6OB00117C

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