Artigo Acesso aberto Revisado por pares

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

2014; Wiley; Volume: 20; Issue: 15 Linguagem: Inglês

10.1002/chem.201304656

ISSN

1521-3765

Autores

Simon M. Nicolle, Christopher J. Moody,

Tópico(s)

Catalytic C–H Functionalization Methods

Resumo

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.

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