Most reactions of nucleophiles with tetracyanoethylene oxide (TCNEO) involve fragmentation of the ring. Examples are given of reactions with amines, thiocarbonyl compounds, benzylideneaniline, and benzophenone azine. The amine reaction gives the same products as the reaction of the amines with carbonyl cyanide. The products from TCNEO and thiocarbonyl compounds depend on the substituents attached to the ...