title: Iron-catalyzed directed alkylation of aromatic and olefinic carboxamides with primary and secondary alkyl tosylates, mesylates, and halides.
abstract: Alkenes, arenes, and heteroarenes possessing an 8-quinolylamide group as the directing group are alkylated with primary and secondary alkyl tosylates, mesylate, and halides in the presence of Fe(acac)3/diphosphine as a catalyst and ArZnBr as a base. The reaction proceeds stereospecifically for alkene substrates and takes place without loss of regiochemical integrity of the starting secondary tosylate, but with loss of the stereochemistry of the chiral center.
authors.affiliation: Department of Chemistry, School of Science, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Laurean
authors.initials: L
authors.lastname: Ilies
authors.forename: Tatsuaki
authors.initials: T
authors.lastname: Matsubara
authors.forename: Saki
authors.initials: S
authors.lastname: Ichikawa
authors.forename: Sobi
authors.initials: S
authors.lastname: Asako
authors.forename: Eiichi
authors.initials: E
authors.lastname: Nakamura