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

Article abstract of DOI:10.1246/bcsj.60.335

Nucleophilic substitution of 4,7-dichloro-3,8-diphenyl-1,2-diazocine with arenethiols gave stable 4-arylthio-7-chloro- and/or 4,7-bis(arylthio)-1,2-diazocines.Unsymmetrical 4,7-bis(arylthio)- and 4-acetoxy-7-phenylthio-1,2-diazocines were also prepared from 4-chloro-7-phenylthio-1,2-diazocine.Thermolysis of all the diazocines afforded only arylthio-substituted pyridines with extrusion of benzonitrile.