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Issue 90, 2018
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NaHS·nH2O-induced umpolung: the synthesis of 2-acyl-3-aminoindoles from aryl methyl ketones and 2-aminobenzonitriles

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Abstract

An efficient method for constructing 2-acyl-3-aminoindoles from methyl ketones and 2-aminobenzonitriles is described, in which NaHS·nH2O is used as a novel umpolung reagent for the first time in organic synthesis. Mechanistic studies revealed that the key step involved an Eschenmoser sulfide contraction reaction.

Graphical abstract: NaHS·nH2O-induced umpolung: the synthesis of 2-acyl-3-aminoindoles from aryl methyl ketones and 2-aminobenzonitriles

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Publication details

The article was received on 20 Sep 2018, accepted on 18 Oct 2018 and first published on 18 Oct 2018


Article type: Communication
DOI: 10.1039/C8CC07599A
Citation: Chem. Commun., 2018,54, 12730-12733
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    NaHS·nH2O-induced umpolung: the synthesis of 2-acyl-3-aminoindoles from aryl methyl ketones and 2-aminobenzonitriles

    X. Geng, X. Wu, C. Wang, P. Zhao, Y. Zhou, X. Sun, L. Wang, W. Guan, Y. Wu and A. Wu, Chem. Commun., 2018, 54, 12730
    DOI: 10.1039/C8CC07599A

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