Cyanation of 1-Halocycloalkenes Catalyzed by Tetracyanocobaltate(I). Convenient Synthesis of 1-Cyanocycloalkenes

Article abstract of DOI:10.1246/bcsj.56.649

1-Cyanocycloalkenes (1-cyanocyclopentene, -hexene, -heptene, and -octene) were readily synthesized by catalytic cyanation of the corresponding 1-halocycloalkenes with tetracyanocobaltate(I).Reactivities of methyl-substituted 1-chlorocyclohexenes were lower than that of 1-chlorocyclohexene, and 1-chloro-2-methylcyclohexene scarecely reacted.Hydrogenation and isomerization of 1-cyanocycloalkenes were observed only with 1-cyanocycloheptene and 1-cyano-6-methylcyclohexene, respectively.