title: Palladium-mediated functionalization of heteroaromatic cations: comparative study on quinolizinium cations.
abstract: An efficient palladium-catalyzed cross-coupling reaction on heteroaromatic cations is described. A comparative study of the Stille and Suzuki reactions shows that only the Stille reaction is able to produce an efficient C-C bond formation between any of the four isomeric bromoquinolizinium bromides and a variety of stannanes. In the presence of the catalysts Pd(PPh3)4 or Pd2(dba)3P(o-Tol)3, vinyl, ethynyl, aryl, and heteroaryl groups are successfully incorporated into the quinolizinium system in satisfactory yields under mild reaction conditions. This procedure represents a marked improvement on the functionalization of this class of heteroaromatic cation.
authors.affiliation: Departamento de Química Organica, Universidad de Alcala, 28871-Alcala de Henares, Madrid, Spain.
authors.forename: Domingo
authors.initials: D
authors.lastname: García-Cuadrado
authors.forename: Ana M
authors.initials: AM
authors.lastname: Cuadro
authors.forename: Bernardo M
authors.initials: BM
authors.lastname: Barchín
authors.forename: Ana
authors.initials: A
authors.lastname: Nuñez
authors.forename: Tatiana
authors.initials: T
authors.lastname: Cañeque
authors.forename: Julio
authors.initials: J
authors.lastname: Alvarez-Builla
authors.forename: Juan J
authors.initials: JJ
authors.lastname: Vaquero