Tetrahedron Letters

Improved preparation of tosyldiazomethane

C Plessis, D Uguen, A De Cian, J Fischer

Index: Plessis; Uguen; De Cian; Fischer Tetrahedron Letters, 2000 , vol. 41, # 29 p. 5489 - 5493

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Citation Number: 6

Abstract

Treatment of the carbamate 2a by i-amyl nitrite and TMSCl in presence of a reduced amount of pyridine, followed by decomposition of the resulting nitroso derivative 3a with activated alumina afforded in high yield the pure, crystalline, diazosulfone 1a, a process which could be extended to the preparation of the parent diazosulfone 1b.