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Issue 8, 2017
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Silver(i) catalyzed intramolecular cyclization of N-(2-(alk-1-yn-1-yl))-1H-tetrazoles leading to the formation of N-cyano-2-substituted indoles under ambient conditions

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Abstract

A facile silver(I) catalyzed intramolecular cyclization reaction of alkynyl tetrazoles to form N-cyano-2-substituted indoles has been investigated. This unique cyclization involves the formation of a C–N bond during the intramolecular cyclization of N-(2-(alk-1-yn-1-yl))-1H-tetrazoles in the presence of silver(I) acetate. Good to excellent yields were obtained using low catalyst loadings, ∼5 mol%, under mild conditions.

Graphical abstract: Silver(i) catalyzed intramolecular cyclization of N-(2-(alk-1-yn-1-yl))-1H-tetrazoles leading to the formation of N-cyano-2-substituted indoles under ambient conditions

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Article information


Submitted
08 Feb 2017
Accepted
03 May 2017
First published
05 May 2017

Org. Chem. Front., 2017,4, 1574-1579
Article type
Research Article

Silver(I) catalyzed intramolecular cyclization of N-(2-(alk-1-yn-1-yl))-1H-tetrazoles leading to the formation of N-cyano-2-substituted indoles under ambient conditions

S. Panaka, R. Trivedi, T. Sony, S. Prabhakar and L. Raju Chowhan, Org. Chem. Front., 2017, 4, 1574
DOI: 10.1039/C7QO00109F

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