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Convenient synthesis of 2-amino-3-(arylthio)indoles via the Rh-catalyzed reaction of 3-diazoindol-2-imines with thioesters

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Abstract

2-Amino-3-(arylthio)indoles were conveniently synthesized via the Rh(II)-catalyzed C–S/N–C coupling reaction between 3-diazoindol-2-imines and thioesters. The products could be further oxidized to 2-amino-3-(arylsulfonyl)indoles by m-chloroperbenzoic acid and the N-sulfonyl group could be easily removed by reduction with SmI2.

Graphical abstract: Convenient synthesis of 2-amino-3-(arylthio)indoles via the Rh-catalyzed reaction of 3-diazoindol-2-imines with thioesters

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Publication details

The article was received on 22 Oct 2017, accepted on 12 Dec 2017 and first published on 12 Dec 2017


Article type: Paper
DOI: 10.1039/C7OB02597A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Convenient synthesis of 2-amino-3-(arylthio)indoles via the Rh-catalyzed reaction of 3-diazoindol-2-imines with thioesters

    F. Ma, J. Qian, P. Lu and Y. Wang, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C7OB02597A

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