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Issue 80, 2012
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An efficient synthesis of 2-bromo(chloro)-3-selenyl(sulfenyl)indoles via tandem reactions of 2-(gem-dibromo(chloro)vinyl)anilines with diselenides(disulfides)

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Abstract

A novel and efficient synthesis of 2-bromo(chloro)-3-selenyl(sulfenyl)indoles through tandem reactions of 2-(gem-dibromo(chloro)vinyl)-N-methylsulfonylanilines with diselenides and disulfides in the presence of t-BuOLi and I2 (10 mol%) in DMSO was developed. The reactions generated the desired products in good yields with high regio-selectivity under transition-metal-free conditions in one-pot.

Graphical abstract: An efficient synthesis of 2-bromo(chloro)-3-selenyl(sulfenyl)indoles via tandem reactions of 2-(gem-dibromo(chloro)vinyl)anilines with diselenides(disulfides)

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Publication details

The article was received on 05 Jul 2012, accepted on 23 Aug 2012 and first published on 24 Aug 2012


Article type: Communication
DOI: 10.1039/C2CC34800D
Citation: Chem. Commun., 2012,48, 10052-10054
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    An efficient synthesis of 2-bromo(chloro)-3-selenyl(sulfenyl)indoles via tandem reactions of 2-(gem-dibromo(chloro)vinyl)anilines with diselenides(disulfides)

    J. Liu, P. Li, W. Chen and L. Wang, Chem. Commun., 2012, 48, 10052
    DOI: 10.1039/C2CC34800D

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