A comparison of some pyrolysis reactions of benzotriazoles, benzisoxazolones and benzisothiazolones

WK Janowski, RH Prager, JA Smith

Index: Janowski, Wit K.; Prager, Rolf H.; Smith, Jason A. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 19 p. 3212 - 3216

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Citation Number: 5

Abstract

The products of flash vacuum pyrolysis of N-acetyl, N-methyl, N-benzyl and N-heteroaryl- substituted benzotriazole, 2, 1-benzoxazol-3-one and 2, 1-benzothiazol-3-one have been compared. The pyrolysis of benzotriazoles and benzisoxazolones appears to involve an iminocarbene intermediate, although the N-benzyl analogues react by radical pathways. Benzisothiazolones appear to form iminoketene intermediates.