Reaction of Aliphatic Diazo Compounds with Dinitrogen Trioxide. A Facile route to 3,4-Disubstituted 1,2,5-Oxadiazole-2-oxides(Furoxans)

Abstract
As part of our continuing studies1of the chemistry of diazo compounds, we have investigated the reaction of α-diazosulfones, α-diazoketones and ethyl diazoacetate with dinitrogen trioxide. When a solution of the diazo compound is allowed to react at 0–5° with excess n2O3 2 in CH2Cl2, and almost instantaneous evolution of a gas (presumably nitrogen) is observed. Work-up afforded 3,4–disubstituted furoxans (I–VII, see Table) in good Yields.

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