Muhammad Javed - Diazo Preparation via Dehydrogenation of Hydrazones with “Activated” DMSO

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      Publication Details (including relevant citation   information):

      A new method for the diazo synthesis via dehydrogenation of   hydrazones with “Activated” DMSO


      We report that “activated” dimethyl sulfoxide efficiently   dehydrogenates hydrazones to the respective diazo species at −78   °C. Under optimized conditions, triethylamine hydrochloride is   removed quantitatively by vacuum filtration to provide solutions   of diazo compounds. Stable diazo species can be isolated in high   yield, or alternatively, the direct treatment of these solutions   with carboxylic acids provides esters.

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