Unified Strategy for Iodine(III)-Mediated Halogenation and Azidation of 1,3-Dicarbonyl Compounds

• DOI: 10.1021/ol403504z
• Publication Date: 2013-12-27T13:32:09Z
• Authors: Marc J. Galligan; Ramulu Akula; Hasim Ibrahim
• Keywords: 01 natural sciences; 0104 chemical sciences

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 analogous halogenations with Et4NX (X = Cl, Br, I).