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Pyrolysis and photolysis of 1-aroylamino-4,5-diaryl-1,2,3-triazoles: Generation and thermal transformations of 4,5-diaryl-1,2,3-triazolyl radicals

✍ Scribed by C. P. Hadjiantoniou-Maroulis; A. Ph. Charalambopoulos; A. J. Maroulis

Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
272 KB
Volume
35
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The pyrolysis of 1‐aroylamino‐4,5‐diphenyl‐1,2,3‐triazoles 1 yields, pressumably via the 4,5‐diphenyl‐1,2,3‐triazolyl radical (2a), 2,3‐diphenyl‐2__H__‐azirine (11a) and 2‐aryl‐4,5‐diphenylimidazoles 14 as the major products. Upon irradiation 1‐benzoylamino‐4,5‐diphenyl‐1,2,3‐triazole (1a) gives 4,5‐diphenyl‐1 (2)H‐1,2,3‐triazole (4a) via the 1,2,3‐triazolyl radical 2a, together with benzamide (5a) and 1,2‐bisbenzoylhydrazine (6a). Products 5a and 6a result from the benzoylamino radical 3a by hydrogen atom abstraction and dimerization respectively.

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