J. Khalafy et Rh. Prager, FLASH VACUUM PYROLYSIS OF SOME N-BENZYLBENZOTRIAZOLES AND N-BENZYLBENZISOXAZOLONES, Australian Journal of Chemistry, 51(10), 1998, pp. 925-929
The flash vacuum pyrolysis products of 2-(benzotriaxol-1-ylmethyl)benz
onitrile, methyl 2-(benzotriazol-1-ylmethyl)benzoate and the correspon
ding benzisoxazolones have been characterized. The benzotriazoles lose
nitrogen to give diradicals which undergo intramolecular hydrogen-ato
m transfer or cyclization, while the benzisoxazolones rearrange initia
lly to the corresponding benzaldehyde N-(2-carboxyphenyl)imines which
undergo subsequent intramolecular addition reactions.