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Paper | Regular issue | Vol 38, No. 4, 1994, pp.769-778
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6590
The Synthesis of 3H-Azepines: Thermal Reorganization of 2,4- and 3,5-Di-t-butyl-3a,5a-dihydro-3H-cyclobuta[b]pyrroles to 2,5- and 3,6-Di-t-butyl-3H-azepines

Kyosuke Satake,* Hidekazu Saitoh, Masaru Kimura, and Shiro Morosawa

*Department of Chemistry, Faculty of Science, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan


Thermal reaction of cyclobuta[b]pyrroles, which derived by photochemical cyclization of methyl 2,5- and 3,6-di-t-butyl-1H-azepine-1-carboxylate gave di-t-butyl substituted 3H-azepines. The kinetics of the reaction were measured and the activation energy of the reorganization to 3H-azepines was estimated.