title: Copper(I) hydroxyapatite catalyzed Sonogashira reaction of alkynes with styrenyl bromides. Reaction of cis-styrenyl bromides forming unsymmetric diynes.
abstract: An efficient Sonogashira coupling of terminal alkynes and styrenyl bromides has been achieved under the catalysis of hydroxyapatite-supported copper(I). The trans-styrenyl bromides produce the usual trans-enyne products, whereas the cis-styrenyl bromides lead to unsymmetric 1,3-diynes by the cross coupling of terminal alkyne and the alkyne generated from the cis-styrenyl bromide. A series of trans-enynes and unsymmetric 1,3-diynes have been synthesized by this protocol.
authors.affiliation: Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India.
authors.forename: Debasree
authors.initials: D
authors.lastname: Saha
authors.forename: Tanmay
authors.initials: T
authors.lastname: Chatterjee
authors.forename: Manabendra
authors.initials: M
authors.lastname: Mukherjee
authors.forename: Brindaban C
authors.initials: BC
authors.lastname: Ranu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D053280:Diynes / Q000138:chemical synthesis* / Q000737:chemistry; D006882:Hydroxyapatites / Q000737:chemistry*; D015394:Molecular Structure; D013343:Styrenes / Q000737:chemistry*
chemical_list: D000480:Alkynes; D053280:Diynes; D006882:Hydroxyapatites; D013343:Styrenes; D003300:Copper