title: Rh-catalyzed Negishi alkyl-aryl cross-coupling leading to alpha- or beta-phosphoryl-substituted alkylarenes.
abstract: The catalytic cross-coupling between ArZnX and ICH(2)(CH(2))(n)P(O)(OEt)(2) (n = 0-3) has been investigated to determine the utility of the Rh catalyst during the alkyl-aryl cross-coupling and to develop a new synthetic method for phosphoryl-substituted alkylarenes. Rh-dppf exhibits an excellent catalytic activity for the reaction with the alkylphosphonate of n = 1, whereas for the reaction with those of n = 2 or 3, beta-hydride elimination mainly takes place. As for the reaction with an alkylphosphonate of n = 0, a polarity inversion of the coupling components is necessary in order to provide the coupling products; the phosphoryl analogue of the Reformatsky reagent and ArI give the cross-coupling products in good yields through the catalysis by Rh-dppf.
authors.affiliation: Department of Chemistry, Faculty of Science, Okayama University, Tsushima, Okayama 700-8530, Japan.
authors.forename: Hideki
authors.initials: H
authors.lastname: Takahashi
authors.forename: Shinya
authors.initials: S
authors.lastname: Inagaki
authors.forename: Naoko
authors.initials: N
authors.lastname: Yoshii
authors.forename: Fuxing
authors.initials: F
authors.lastname: Gao
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Nishihara
authors.forename: Kentaro
authors.initials: K
authors.lastname: Takagi