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Synthesis 2006(9): 1542-1548
DOI: 10.1055/s-2006-926432
DOI: 10.1055/s-2006-926432
PAPER
© Georg Thieme Verlag Stuttgart · New York
Iron-Catalysed Reformatsky-Type Reactions
Further Information
Received
6 December 2005
Publication Date:
11 April 2006 (online)
Publication History
Publication Date:
11 April 2006 (online)
Abstract
A Reformatsky-type reaction has been developed using iron catalysis in acetonitrile or DMF. Reduction of iron(II) bromide by manganese metal in acetonitrile provides a low-valent iron catalyst, which is the active species; under these conditions, α-chloroesters or nitriles can both be converted into their corresponding derivatives. The method was applicable to both ketones and aldehydes, resulting in the formation of β-hydroxyesters under mild conditions.
Key words
iron - Reformatsky reaction - α-haloester - carbonyl compounds - C-C coupling
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References
New address: Dr. M. Durandetti, Laboratoire des Fonctions Azotées & Oxygénées Complexes de L’IRCOF, UMR 6014 CNRS, Université de Rouen, 76821 Mont Saint-Aignan Cedex, France.