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Issue 1, 2016
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Employing carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines

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Abstract

The transition-metal-free aryne multicomponent coupling (MCC) involving carboxylic acids initiated by aziridines/azetidines has been reported. The use of aziridines as nucleophiles afforded N-aryl β-amino alcohol derivatives and the application of azetidines as nucleophilic triggers furnished N-aryl γ-amino alcohol derivatives in moderate to good yields. These reactions proceed under mild conditions and result in the formation of a new carbon–nitrogen bond and a new carbon–oxygen bond. The utility of carboxylic acids in aryne MCCs has been demonstrated, and the synthetic potential of phenols as acid surrogates in the present aryne MCCs has been realized.

Graphical abstract: Employing carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines

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Supplementary files

Article information


Submitted
26 Oct 2015
Accepted
13 Nov 2015
First published
16 Nov 2015

Org. Chem. Front., 2016,3, 71-76
Article type
Research Article
Author version available

Employing carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines

T. Roy, S. S. Bhojgude, T. Kaicharla, M. Thangaraj, B. Garai and A. T. Biju, Org. Chem. Front., 2016, 3, 71
DOI: 10.1039/C5QO00328H

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