title: Copper-mediated tandem oxidative C(sp2)-H/C(sp)-H alkynylation and annulation of arenes with terminal alkynes.
abstract: The copper-mediated tandem oxidative C(sp(2))-H/C(sp)-H cross-coupling and intramolecular annulation of arenes with terminal alkynes has been developed, which offers a highly efficient approach to the 3-methyleneisoindolin-1-one scaffold. In this oxidative coupling process, Cu(OAc)2 acts as both the promoter and the terminal oxidant. This protocol features a wide substrate scope; high functional group tolerance; exclusive chemo-, regio-, and stereoselectivity; and simple, easily available, and inexpensive reaction system. The transformation has demonstrated for the first time that Cu(OAc)2 can be renewable after undergoing an oxidative reaction.
authors.affiliation: Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Hospital, West China Medical School, Sichuan University , 29 Wangjiang Road, Chengdu 610064, P. R. China.
authors.forename: Jiaxing
authors.initials: J
authors.lastname: Dong
authors.forename: Fei
authors.initials: F
authors.lastname: Wang
authors.forename: Jingsong
authors.initials: J
authors.lastname: You
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D054833:Isoindoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D058451:Oxidative Coupling
chemical_list: C000591957:3-methyleneisoindolin-1-one; D000480:Alkynes; D054833:Isoindoles; D003300:Copper