Tetrahedron Letters

Oxidative iodination of carbonyl compounds using ammonium iodide and oxone®

MR Marri, AK Macharla, S Peraka, N Nama

Index: Marri, Mahender Reddy; MacHarla, Arun Kumar; Peraka, Swamy; Nama, Narender Tetrahedron Letters, 2011 , vol. 52, # 49 p. 6554 - 6559

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Citation Number: 25

Abstract

A simple, efficient, mild, and regioselective method for oxyiodination of carbonyl compounds has been reported by using NH4I as the source of iodine and Oxone® as an oxidant. Various carbonyl compounds such as aralkyl ketones, aliphatic ketones (acyclic and cyclic), and β-keto esters proceeded to the respective α-monoiodinated products in moderate to excellent yields. Unsymmetrical aliphatic ketones reacted smoothly yielding a mixture of 1- ...