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Synthesis 2011(16): 2549-2552  
DOI: 10.1055/s-0030-1260107
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© Georg Thieme Verlag Stuttgart ˙ New York

Diazo-Transfer Reactions to 1,3-Dicarbonyl Compounds with Tosyl Azide

Marc Presset, Damien Mailhol, Yoann Coquerel*, Jean Rodriguez*
Institut des Sciences Moléculaires de Marseille, iSm2-UMR CNRS 6263, Aix-Marseille Université, Centre Saint-Jérôme, Service 531, 13397 Marseille Cedex 20, France
Fax: +33(4)91289187; e-Mail: yoann.coquerel@univ-cezanne.fr; e-Mail: jean.rodriguez@univ-cezanne.fr;
Further Information

Publication History

Received 18 May 2011
Publication Date:
14 July 2011 (online)

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Abstract

A practical protocol for the large-scale preparation of 2-diazo-1,3-dicarbonyl compounds is described by diazo-transfer reactions with tosyl azide followed by efficient chromatographic purifications on silica gel and/or alumina.

Key words

diazo compounds - ketones - esters - Regitz reaction - chromatography

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