Issue 18, 2014

A general route to 1,5-disubstituted 1,2,3-triazoles with alkyl/alkyl, alkyl/aryl, aryl/aryl combinations: a metal-free, regioselective, one-pot three component approach

Abstract

An experimentally simple one-pot reaction, affording 1,5-disubstituted 1H-1,2,3-triazoles in good to excellent yields by combining vinyl sulfones, sodium azide and alkyl bromides, -tosylates, -mesylates or aryl amines, -iodides is reported. The organic azides, generated in situ react with vinyl sulfones in a regioselective fashion in the absence of metal ions. Unlike many of the recently reported strategies, this method is capable of generating alkyl/alkyl, alkyl/aryl and aryl/aryl containing 1,5-disubstituted 1,2,3-triazoles under simple reaction conditions.

Graphical abstract: A general route to 1,5-disubstituted 1,2,3-triazoles with alkyl/alkyl, alkyl/aryl, aryl/aryl combinations: a metal-free, regioselective, one-pot three component approach

Supplementary files

Article information

Article type
Communication
Submitted
26 nov. 2013
Accepted
21 janv. 2014
First published
03 févr. 2014

RSC Adv., 2014,4, 9275-9278

A general route to 1,5-disubstituted 1,2,3-triazoles with alkyl/alkyl, alkyl/aryl, aryl/aryl combinations: a metal-free, regioselective, one-pot three component approach

S. Dey and T. Pathak, RSC Adv., 2014, 4, 9275 DOI: 10.1039/C3RA47062H

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