Issue 17, 2005
From the journal:

Organic & Biomolecular Chemistry

A new reactivity pattern for vinyl bromides: cine-substitution via palladium catalysed C–N coupling/Michael addition reactions†

Michael C. Willis,*a   Jay Chauhana  and  William G. Whittinghamb  

* Corresponding authors

a Department of Chemistry, University of Bath, Bath, UK
E-mail: m.c.willis@bath.ac.uk
Tel: 01225 386568

b Syngenta, Jealott's Hill International Research Centre, Bracknell, UK

Abstract

Palladium catalysed C–N bond formation can be used to convert vinyl bromides to the corresponding enamines, which are reacted in situ with alkylidene malonates to provide Michael adducts. The overall transformation results in cine-substitution of the starting vinyl bromide.

Graphical abstract: A new reactivity pattern for vinyl bromides: cine-substitution via palladium catalysed C–N coupling/Michael addition reactions

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Article information

DOI
https://doi.org/10.1039/B508464D
Article type
Communication
Submitted
15 Jun 2005
Accepted
05 Jul 2005
First published
27 Jul 2005

Org. Biomol. Chem., 2005,3, 3094-3095

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A new reactivity pattern for vinyl bromides: cine-substitution via palladium catalysed C–N coupling/Michael addition reactions

M. C. Willis, J. Chauhan and W. G. Whittingham, Org. Biomol. Chem., 2005, 3, 3094 DOI: 10.1039/B508464D

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