Preparation of Arylsulfonyl-Substituted 3,8-Diphenyl-1,2-diazacycloocta-2,4,6,8-tetraenes and Their Thermolysis

Article abstract of DOI:10.1246/bcsj.60.343

Nucleophilic substitution of 4,7-dichloro-3,8-diphenyl-1,2-diazocine with benzenesulfinate gave stable 7-chloro-4-phenylsulfonyl- and 4,7-bis(phenylsulfonyl)-1,2-diazocine.The 4-mono(arylsulfonyl)- and 4,7-bis(arylsulfonyl)-1,2-diazocines were obtained by oxidation of the corresponding mono(arylthio)- and bis(arylthio)-1,2-diazocines, respectively. 4-Phenylsulfonyl-7-phenylthio-1,2-diazocine was also prepared.Thermolysis of all the diazocines gave only pyridine derivatives, and the feature of the thermolysis was also described.