[Hydroxy(tosyloxy)iodo]benzene Mediated α-Azidation of Ketones

Abstract

Reaction of various ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB) followed by treatment of the α-tosyloxy ketones thus generated in situ with NaN3 offers a one-pot procedure for the synthesis of α-azido ketones. The HTIB used in this conversion may also be generated in situ by using iodosobenzene in combination with p-toluene- sulphonic acid.

Keywords

• Hypervalent iodine
• α-azido ketones
• [hydroxy(tosyloxy)iodo]benzene
• iodosobenzene.