Carbenic Behaviour of Isocyanoamines generated by Flash Pyrolysis of 4-Arylhydrazono-isoxazol-5-ones. Rearrangement to Cyanamides and Indazoles. Preliminary communication

Flash pyrolysis of the 4-arylhydrazono-3-methyl-isoxazol-5-one ( 1 ) yields carbon dioxide, acetonitrile, and isocyanoarylamines 2 which under the reaction conditions rearrange to either arylcyanamides 3 or indazoles 4 . It is shown by deuterium labelling that only the isocyanoamines not the isomeric nitrile imines are intermediates in the formation of indazoles.