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. 2014 Jan 17;16(2):600-3.
doi: 10.1021/ol403504z. Epub 2013 Dec 27.

Unified strategy for iodine(III)-mediated halogenation and azidation of 1,3-dicarbonyl compounds

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Unified strategy for iodine(III)-mediated halogenation and azidation of 1,3-dicarbonyl compounds

Marc J Galligan et al. Org Lett. .

Abstract

A mild and rapid (diacetoxyiodo)benzene-mediated formal electrophilic α-azidation of 1,3-dicarbonyl compounds using commercially available Bu4NN3 as the azide source is reported. The reaction conditions employed are based on optimization studies conducted on the analogous halogenations with Et4NX (X = Cl, Br, I).

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