title: A straightforward access to guaiazulene derivatives using palladium-catalysed sp2 or sp3 C-H bond functionalisation.
abstract: A novel palladium-catalysed direct arylation of guaiazulenes with a variety of aryl bromides is reported. Both sp(2) and sp(3) C-H bonds have been functionalised, as the nature of the cation of the base was found to allow the control of the regioselectivity of the arylation giving rise to C2 or C3 arylated guaiazulenes and also to 4-benzylguaiazulenes.
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 Organométalliques: Matériaux et Catalyse, 35042 Rennes Cedex, France.
authors.forename: Liqin
authors.initials: L
authors.lastname: Zhao
authors.forename: Christian
authors.initials: C
authors.lastname: Bruneau
authors.forename: Henri
authors.initials: H
authors.lastname: Doucet
mesh_terms: D052176:Azulenes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D045789:Sesquiterpenes, Guaiane
chemical_list: D052176:Azulenes; D012717:Sesquiterpenes; D045789:Sesquiterpenes, Guaiane; C004451:guaiazulene; D010165:Palladium