title: Novel synthetic route to octasubstituted naphthalenes from four alkynes and one olefin unit via zirconacyclopentadienes and 1,2-diiodo-3,4,5,6-tetraalkylbenzene.
abstract: 1,2,3,4-Tetrasubstituted benzene derivatives were prepared by the reaction of zirconacyclopentadienes with vinyl bromide in the presence of NiCl(2)(PPh(3))(2). 1,2-Diiodo-3,4,5,6-tetraalkylbenzenes were formed by treatment of 1,2,3,4-tetraalkylbenzenes with iodine and periodic acid in the presence of a catalytic amount of sulfuric acid. Reaction of the 1,2-diiodo-3,4,5,6-tetraalkylbenzenes with zirconacyclopentadienes in the presence of a stoichiometric amount of CuCl gave sterically crowded octasubstituted naphthalenes in moderate yields.
authors.affiliation: Catalysis Research Center and Graduate School of Pharmaceutical Sciences, Hokkaido University, and SORST, Japan Science and Technology Corporation (JST), Sapporo 001-0021, Japan.
authors.forename: Xin
authors.initials: X
authors.lastname: Zhou
authors.forename: Zhiping
authors.initials: Z
authors.lastname: Li
authors.forename: Hui
authors.initials: H
authors.lastname: Wang
authors.forename: Masanori
authors.initials: M
authors.lastname: Kitamura
authors.forename: Ken-Ichiro
authors.initials: K
authors.lastname: Kanno
authors.forename: Kiyohiko
authors.initials: K
authors.lastname: Nakajima
authors.forename: Tamotsu
authors.initials: T
authors.lastname: Takahashi