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Issue 9, 2017
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Facile synthesis of N-acyl 2-aminobenzothiazoles by NHC-catalyzed direct oxidative amidation of aldehydes

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Abstract

A mild, general, and high yielding synthesis of N-acyl 2-aminobenzothiazoles has been demonstrated by N-heterocyclic carbene (NHC)-organocatalyzed direct amidation of aldehydes with 2-aminobenzothiazoles proceeding via acyl azolium intermediates. The carbene generated from the triazolium salt under oxidative conditions was the key for the success of this reaction. The method was subsequently applied to the synthesis of various biologically important N-acyl 2-aminobenzothiazoles.

Graphical abstract: Facile synthesis of N-acyl 2-aminobenzothiazoles by NHC-catalyzed direct oxidative amidation of aldehydes

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Supplementary files

Article information


Submitted
27 Oct 2016
Accepted
03 Jan 2017
First published
03 Jan 2017

Chem. Commun., 2017,53, 1478-1481
Article type
Communication

Facile synthesis of N-acyl 2-aminobenzothiazoles by NHC-catalyzed direct oxidative amidation of aldehydes

S. Premaletha, A. Ghosh, S. Joseph, S. R. Yetra and A. T. Biju, Chem. Commun., 2017, 53, 1478
DOI: 10.1039/C6CC08640C

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