title: 1,2-boryl migration empowers regiodivergent synthesis of borylated furans.
abstract: A regioselective transition metal-catalyzed cycloisomerization reaction of boron-containing alkynyl epoxides toward C2- and C3-borylated furans has been developed. It was found that the copper catalyst as well as the gold catalyst with more basic triflate counterion favor boryl migration toward C3-borylated furans, whereas employment of the cationic gold hexafluoroantimonate affords C2-borylated furan via a formal 1,2-hydrogen shift.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
authors.forename: Roohollah Kazem
authors.initials: RK
authors.lastname: Shiroodi
authors.forename: Olesja
authors.initials: O
authors.lastname: Koleda
authors.forename: Vladimir
authors.initials: V
authors.lastname: Gevorgyan
mesh_terms: D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry; D007536:Isomerism
chemical_list: D001896:Boron Compounds; D005663:Furans; D006046:Gold; D003300:Copper