Synthesis of stable 1, 2-diazocines, 4, 7-disubstituted 3, 8-diaryl-1, 2-diazacycloocta-2, 4, 6, 8-tetraenes, and their thermolysis.

S Yogi, K Hokama, K Ueno, O Tsuge

Index: Yogi, Seiichi; Hokama, Kozo; Ueno, Kazunori; Tsuge, Otohiko Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 4 p. 1087 - 1094

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Citation Number: 16

Abstract

Stable 1, 2-diazocines, 3, 8-diaryl-4, 6-dichloro-1, 2-diazacycloocta-2, 4, 6, 8-tetraenes, were prepared via a chlorination–dehydrochlorination sequence starting from readily-available 3, 8-diaryl-1, 2-diazacycloocta-2, 8-dienes. When reacted with metal carboxylates in benzene under reflux, the dichloro-1, 2-diazocines were converted into stable 4-acyloxy-and/or 4, 7- bis (acyloxy)-1, 2-diazocines. On the thermolysis in toluene under reflux, all the diazocines ...