Ruthenium-Free Preparation of 1,5-Disubstituted Triazoles by Alkylative Debenzylation of 1,4-Disubstituted Triazoles

Bulman Page, Philip C., Stephenson, G. Richard, Harvey, James and Slawin, Alexandra M. Z. (2016) Ruthenium-Free Preparation of 1,5-Disubstituted Triazoles by Alkylative Debenzylation of 1,4-Disubstituted Triazoles. Synlett, 27 (17). pp. 2500-2504. ISSN 0936-5214

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Abstract

A method that cleanly converts the 1,4-disubstituted 1,2,3-triazole products of the copper-catalyzed ‘click’ dipolar cycloaddition reaction of benzyl azide with terminal alkynes into 1,5-disubstituted triazoles is described. Selective N-alkylation of 1,4-disubstituted 1,2,3-triazoles under microwave irradiation is followed by debenzylation of the resulting 1,3,4-trisubstituted triazolium cations by treatment with potassium tert-butoxide.

Item Type: Article
Uncontrolled Keywords: 1,2,3-triazole,debenzylation,microwave,disubstituted,rearrangement
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Pure Connector
Date Deposited: 23 Sep 2016 23:59
Last Modified: 23 Apr 2020 23:52
URI: https://ueaeprints.uea.ac.uk/id/eprint/59760
DOI: 10.1055/s-0035-1562603

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