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

SM Nicolle, CJ Moody

Index: Nicolle, Simon M.; Moody, Christopher J. Chemistry - A European Journal, 2014 , vol. 20, # 15 p. 4420 - 4425

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Citation Number: 11

Abstract

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