Structure and novel reactivity of a new heterocyclic bridged ring system

Abstract

Reaction of the diketo-sulphide (I) with anhydrous hydrazine in pyridine leads to the formation of (II), whose hitherto unknown ring system has been structurally elucidated by spectroscopic and X-ray crystallographic methods; (II) is stable in the crystal, but in benzene solution in the presence of oxygen undergoes a remarkable transformation into the ozonide sulphide (III) in effectively quantitative yield.