title: Highly selective palladium-benzothiazole carbene-catalyzed allylation of active methylene compounds under neutral conditions.
abstract: The Pd-benzothiazol-2-ylidene complex I was found to be a chemoselective catalyst for the Tsuji-Trost allylation of active methylene compounds carried out under neutral conditions and using carbonates as allylating agents. The proposed protocol consists in a simplified procedure adopting an in situ prepared catalyst from Pd2dba3 and 3-methylbenzothiazolium salt V as precursors. A comparison of the performance of benzothiazole carbene with phosphanes and an analogous imidazolium carbene ligand is also proposed.
authors.affiliation: Department of Chemistry, University of Bari Via Orabona 4, 70126 Bari, Italy.
authors.forename: Antonio
authors.initials: A
authors.lastname: Monopoli
authors.affiliation: Department of Chemistry, University of Bari Via Orabona 4, 70126 Bari, Italy.
authors.forename: Pietro
authors.initials: P
authors.lastname: Cotugno
authors.affiliation: Department of Chemistry, University of Bari Via Orabona 4, 70126 Bari, Italy.
authors.forename: Carlo Giorgio
authors.initials: CG
authors.lastname: Zambonin
authors.affiliation: Department of Chemistry, University of Bari Via Orabona 4, 70126 Bari, Italy.
authors.forename: Francesco
authors.initials: F
authors.lastname: Ciminale
authors.affiliation: Department of Chemistry, University of Bari Via Orabona 4, 70126 Bari, Italy ; CNR-ICCOM, Department of Chemistry, University of Bari, Via Orabona 4, 70126 Bari, Italy.
authors.forename: Angelo
authors.initials: A
authors.lastname: Nacci
keywords: Pd–benzothiazol-2-ylidene complex; Tsuji–Trost allylation; active methylene compounds; allylic carbonates