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

Abstract

Abstract 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.