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Reaction of 5-chloromethyl-3-phenyl-4,5-dihydroisoxazole with potassium t-butoxide in dimethyl sulphoxide gives 4-phenyl-2-oxa-3- azabicyclo[3,1,0]hex-3-ene in high yield and reaction of the 5-(1?- chloroethyl) homologue gives high yields of the diastereoisomeric 6- methyl derivatives of the bicyclic system. Some unsuccessful attempts to convert these bicyclic compounds into substituted cyclo-propanols and cyclopropenes are described.

Reactions of π-allylpalladium compounds with the 1,3-dipolar species, benzonitrilioanilide and benzonitrile N-oxide, give low yields of five- membered ring heterocyclic compounds. It is proposed that the π- allylpalladium compounds decompose to give allylic halides which then react with the dipolar species to give heterocyclic products.