Issue 12, 2010
From the journal:

Organic & Biomolecular Chemistry

Tuned methods for conjugate addition to a vinyl oxadiazole; synthesis of pharmaceutically important motifs†

Alan R. Burns,a   Jennifer H. Kerr,b   William J. Kerr,*a   Joanna Passmore,b   Laura C. Patersona  and  Allan J. B. Watsona  

* Corresponding authors

a Department of Pure and Applied Chemistry, WestCHEM, University of Strathclyde, 295 Cathedral Street, Glasgow, Scotland, UK
E-mail: w.kerr@strath.ac.uk
Fax: +44 141 548 4822
Tel: +44 141 548 2959

b Schering-Plough Corporation, Newhouse, Motherwell, Scotland, UK

Abstract

The addition of various nucleophiles to a vinyl 1,2,4-oxadiazole is described. Following optimisation, individual protocols tuned for the use of each specific class of reagent have been developed to allow the installation of nitrogen, sulfur, oxygen, and carbon nucleophiles, and leading to the preparation of a series of compounds containing the pharmaceutically important oxadiazole motif.

Graphical abstract: Tuned methods for conjugate addition to a vinyl oxadiazole; synthesis of pharmaceutically important motifs

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Article information

DOI
https://doi.org/10.1039/C001772H
Article type
Paper
Submitted
26 Jan 2010
Accepted
25 Mar 2010
First published
28 Apr 2010

Org. Biomol. Chem., 2010,8, 2777-2783

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Tuned methods for conjugate addition to a vinyl oxadiazole; synthesis of pharmaceutically important motifs

A. R. Burns, J. H. Kerr, W. J. Kerr, J. Passmore, L. C. Paterson and A. J. B. Watson, Org. Biomol. Chem., 2010, 8, 2777 DOI: 10.1039/C001772H

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