Potassium N-Iodo p-Toluenesulfonamide(TsNIK, Iodamine-T): A New Reagent for the Oxidation of Hydrazones to Diazo Compounds

摘要

A new reagent for the oxidation of hydrazones to diazo compounds is described. N-Iodo p-toluenesulfonamide(TsNIK, iodamine-T) allows the preparation of a-diazoesters, a-diazoamides, a-diazoketones and a-diazophosphonates in good yield and in high purity after a simple extractive workup. a-Diazoesters were also obtained in high yield from the corresponding ketones through a one-pot process of hydrazone formation/oxidation.