Ruthenium-free preparation of 1,5-disubstituted triazoles by alkylative debenzylation of 1,4-disubstituted triazoles

Bulman Page, Philip C., Stephenson, G. Richard ORCID: https://orcid.org/0000-0003-1487-9178, 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
UEA Research Groups:	Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Depositing User:	Pure Connector
Date Deposited:	23 Sep 2016 23:59
Last Modified:	22 Oct 2022 01:19
URI:	https://ueaeprints.uea.ac.uk/id/eprint/59760
DOI:	10.1055/s-0035-1562603

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