Synlett 2015; 26(12): 1759-1763
DOI: 10.1055/s-0034-1380748
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 2-(Benzylthio)-4-(trifluoromethyl)thiazole-5-carboxylates Using S-Benzylisothiouronium Halides as Thiol Equivalents

Shane M. Hickey
a   Research Centre for Chemistry and Biotechnology, School of Life and Environmental Sciences, Deakin University, Waurn Ponds, Victoria, 3216, Australia   Email: t.ashton@deakin.edu.au
,
Jonathan M. White
b   Bio21 Institute, School of Chemistry, University of Melbourne, Parkville, Victoria, 3010, Australia
,
Frederick M. Pfeffer
a   Research Centre for Chemistry and Biotechnology, School of Life and Environmental Sciences, Deakin University, Waurn Ponds, Victoria, 3216, Australia   Email: t.ashton@deakin.edu.au
,
Trent D. Ashton*
a   Research Centre for Chemistry and Biotechnology, School of Life and Environmental Sciences, Deakin University, Waurn Ponds, Victoria, 3216, Australia   Email: t.ashton@deakin.edu.au
› Author Affiliations
Further Information

Publication History

Received: 26 March 2015

Accepted after revision: 17 April 2015

Publication Date:
21 May 2015 (online)


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Abstract

S-Benzylisothiouronium halides are used as shelf-stable, odorless thiol equivalents. The method developed is used to access 2-(benzylthio)-4-(trifluoromethyl)thiazole carboxyl building blocks. Using the latent trifluoromethyl substituent the reactions could be monitored using 19F NMR spectroscopy.

Supporting Information