On the synthesis and valence isomerization of substituted 5H-1,2-diazepines

✍ Scribed by Merle A. Battiste; Thomas J. Barton

• Publisher: Elsevier Science
• Year: 1967
• Tongue: French
• Weight: 240 KB
• Volume: 8
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)90673-7

✦ Synopsis

Previous studies in our laboratory have illustrated the utility of cyclopropene derivatives in the synthesis of substituted cycloheptatrienes.(2)

As a logical extension of this work we have examined the reaction of several cyclopropenes with heterocyclic dienes in the hope of obtaining convenient synthetic routes to some of the more elusive heterocyclic unsaturated seven-membered ring systems. We now report a simple and convenient diene synthesis of substituted 5H-1,2-diasepines (3,4-diazacyclohepta-1,3,5-trienes)

(3) and, in addition, describe a novel valence isomerisation and thermal fragmentation in this series. These findings