title: Cu-catalyzed Fe-driven C(sp)-C(sp) and C(s)p-C(sp2) cross-coupling: an access to 1,3-diynes and 1,3-enynes.
abstract: An efficient Csp-Csp cross-coupling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles has been accomplished in dimethyl carbonate to produce unsymmetric 1,3-diynes. This protocol is also extended for the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes. The aliphatic, aromatic, and heteroaromatic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to furnish a library of 1,3-diynes and enynes in high yields. The catalyst was easily separated by an external magnet and recycled 10 times.
authors.affiliation: Department of Organic Chemistry, Indian Association for the Cultivation of Science , Jadavpur, Kolkata 700032, India.
authors.forename: Sabir
authors.initials: S
authors.lastname: Ahammed
authors.forename: Debasish
authors.initials: D
authors.lastname: Kundu
authors.forename: Brindaban C
authors.initials: BC
authors.lastname: Ranu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002073:Butanes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D053280:Diynes / Q000737:chemistry*; D005296:Ferrous Compounds / Q000737:chemistry*; D015394:Molecular Structure; D053758:Nanoparticles / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000480:Alkynes; D001897:Boronic Acids; D001965:Bromides; D002073:Butanes; C523076:CuFe2O4; D053280:Diynes; D005296:Ferrous Compounds; C523175:pinacolyl allylboronate; D003300:Copper