title: Free-Radical Carbo-Alkenylation of Olefins: Scope, Limitations and Mechanistic Insights.
abstract: The three-component free-radical carbo-alkenylation of electron-rich olefins has been studied, varying the substitution pattern in the alkene, in the radical precursor and in the final acceptor. New vinylsulfones were also prepared and their reactivity investigated. The scope and limitations of the process was established, and the reaction mechanism clarified using selected dienes as radical clocks. It was thus recognised that the reversible addition onto the olefin of the released sulfonyl group is an important event, which should not be overlooked when using such multicomponent carbo-alkenylation reactions.
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Redouane
authors.initials: R
authors.lastname: Beniazza
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Virginie
authors.initials: V
authors.lastname: Liautard
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Clément
authors.initials: C
authors.lastname: Poittevin
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Ovadia
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Shireen
authors.initials: S
authors.lastname: Mohammed
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Robert
authors.affiliation: Institute of Molecular Sciences, UMR-CNRS 5255, University of Bordeaux, 351, Cours de la libération, 33405, Talence cedex, France.
authors.forename: Yannick
authors.identifier: http://orcid.org/0000-0001-6848-6703
authors.initials: Y
authors.lastname: Landais
keywords: addition-elimination; multicomponent reactions; radicals; β-fragmentation