Issue 23, 2010
From the journal:

Organic & Biomolecular Chemistry

A straightforward approach towards 5-substituted thiazolylpeptides via the thio-Ugi-reaction†

Uli Kazmaier*a  and  Andrea Perscha  

* Corresponding authors

a Institut für Organische Chemie, Universität des Saarlandes, D-66123 Saarbrücken, Germany
E-mail: u.kazmaier@mx.uni-saarland.de
Fax: +49 681 302 2409
Tel: +49 681 302 3409

Abstract

A wide range of 5-substituted thiazoles are easily accessible via cross coupling of thiazolyl triflates. These activated thiazoles can be obtained by Ugi reactions using thioacids (thio-Ugi-reaction) and subsequent cyclisation of the endo thiopeptides formed with triflic anhydride. In addition, cyclisations with acyl halides give rise to 5-acyloxysubstituted derivatives.

Graphical abstract: A straightforward approach towards 5-substituted thiazolylpeptides via the thio-Ugi-reaction

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Article information

DOI
https://doi.org/10.1039/C0OB00453G
Article type
Paper
Submitted
19 Jul 2010
Accepted
02 Sep 2010
First published
07 Oct 2010

Org. Biomol. Chem., 2010,8, 5442-5447

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A straightforward approach towards 5-substituted thiazolylpeptides via the thio-Ugi-reaction

U. Kazmaier and A. Persch, Org. Biomol. Chem., 2010, 8, 5442 DOI: 10.1039/C0OB00453G

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