title: A general synthesis of alkenyl-substituted benzofurans, indoles, and isoquinolones by cascade palladium-catalyzed heterocyclization/oxidative Heck coupling.
abstract: Structurally diverse C3-alkenylbenzofurans, C3-alkenylindoles, and C4-alkenylisoquinolones are efficiently prepared by using consecutive Sonogashira and cascade Pd-catalyzed heterocyclization/oxidative Heck couplings from readily available ortho-iodosubstituted phenol, aniline, and benzamide substrates, alkynes, and functionalized olefins. The cyclization of O- and N-heteronucleophiles follows regioselective 5-endo-dig- or 6-endo-dig-cyclization modes, whereas the subsequent Heck-type coupling with both mono- and disubstituted olefins takes place stereoselectively with exclusive formation of the E isomers in most cases.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidade de Vigo, Lagoas Marcosende, 36310 Vigo, Spain. rar@uvigo.es
authors.forename: Rosana
authors.initials: R
authors.lastname: Alvarez
authors.forename: Claudio
authors.initials: C
authors.lastname: Martínez
authors.forename: Youssef
authors.initials: Y
authors.lastname: Madich
authors.forename: J Gabriel
authors.initials: JG
authors.lastname: Denis
authors.forename: José M
authors.initials: JM
authors.lastname: Aurrecoechea
authors.forename: Angel R
authors.initials: AR
authors.lastname: de Lera