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Synthesis of pyrazole-fused heterocycles by thermal rearrangement of N-aziridinylimino ketenimines

✍ Scribed by Kee-Jung Lee; Dong-Wook Kim; Boo-Geun Kim

Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
44 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The reaction of N‐aziridinylimino carboxamides 11 with a mixture of triphenylphosphine, carbon tetrachloride, and triethylamine in dichloromethane (Appel's condition) provides a new route to pyrazole‐fused heterocycles such as 2,3‐dihydro‐l__H__‐imidazo[1,2‐b]pyrazoles 15 and 9,10‐dihydro‐47__H__‐pyrazolo[5,l‐b]‐[1,3]benzodiazepines 17 via the thermal rearrangement of the expected N‐aziridinylimino ketenimines 12.

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