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Issue 27, 2018
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An efficient t-BuOK promoted C3-chalcogenylation of indoles with dichalcogenides

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Abstract

A versatile and efficient method for the synthesis of 3-chalcogenyl-indoles from indoles and dichalcogenides employing t-BuOK as a promoter at room temperature has been achieved. The present protocol exhibited a broad functional group tolerance. Diverse 3-sulfenyl- and 3-selenyl-indoles were rapidly obtained in good to excellent yields with high regioselectivities. It is noteworthy that this transformation was applicable to N-protected and N-unprotected indoles, allowing N-deprotection and C3-chalcogenylation of indoles in one step.

Graphical abstract: An efficient t-BuOK promoted C3-chalcogenylation of indoles with dichalcogenides

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Publication details

The article was received on 23 Apr 2018, accepted on 20 Jun 2018 and first published on 26 Jun 2018


Article type: Communication
DOI: 10.1039/C8OB00948A
Citation: Org. Biomol. Chem., 2018,16, 4958-4962
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    An efficient t-BuOK promoted C3-chalcogenylation of indoles with dichalcogenides

    Y. Yu, Y. Zhou, Z. Song and G. Liang, Org. Biomol. Chem., 2018, 16, 4958
    DOI: 10.1039/C8OB00948A

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