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, Email: jean.rodriguezuniv-amu.fr, yoann.coquereluniv-amu.fr

M. Presset, D. Mailhol, Y. Coquerel, J. Rodriguez, Synthesis, 2011, 2549-2552.

DOI: 10.1055/s-0030-1260107

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Abstract

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

see article for more examples

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Key Words

diazo ketones, diazo esters, Regitz reaction, chromatography

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ID: J66-Y2011-2310