title: The facile synthesis of 1-benzoazepine derivatives via gold-catalyzed regioselective cycloisomerization reactions of N-(o-alkynylaryl)-N-vinyl sulfonamides.
abstract: Gold-catalyzed, regioselective cycloisomerization of N-(o-alkynylaryl)-N-vinyl sulfonamides afforded high yields of 2-sulfonylmethyl-1-benzoazepine derivatives. This 7-endo-dig selective cyclization proceeds via the incorporation of an exocyclic double bond by a labile 1-benzoazepine intermediate. The cyclization substrates were assembled in two steps from readily available materials using Sonogashira coupling and a Cs2CO3-mediated formal vinylic substitution.
authors.affiliation: Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500 007, India.
authors.forename: Sridhar
authors.initials: S
authors.lastname: Undeela
authors.forename: Gurram
authors.initials: G
authors.lastname: Ravikumar
authors.forename: Jagadeesh Babu
authors.initials: JB
authors.lastname: Nanubolu
authors.forename: Kiran Kumar
authors.initials: KK
authors.lastname: Singarapu
authors.forename: Rajeev S
authors.initials: RS
authors.lastname: Menon
mesh_terms: D001381:Azepines / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D007536:Isomerism; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D001381:Azepines; D013449:Sulfonamides; D006046:Gold