title: Synthesis of Phenanthrothiazoles and 1,2-Di(heteroaryl)benzenes through Successive Pd-Catalyzed Direct Arylations.
abstract: Palladium-catalyzed direct arylation of 4-(2-bromophenyl)-2-methylthiazole proceeds with high efficiency at the thiazolyl C5 position using aryl bromides as the aryl source. This transformation provides simple access to 4-(2-bromophenyl)-2-methyl-5-arylthiazoles, which can be further converted into phenanthrothiazoles via palladium-catalyzed intramolecular direct arylation. When the direct arylation of 4-(2-bromophenyl)-2-methyl-5-arylthiazoles is conducted in the presence of an external heteroarene such as thiazoles, thiophenes, or imidazo[1,2-a]pyridines, the intermolecular arylation of such external heteroarenes proceeds faster than the intramolecular reaction, allowing the formation of 1,2-di(heteroaryl)benzene derivatives.
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes "Organométalliques: Matériaux et Catalyse" , Campus de Beaulieu, 35042 Rennes, France.
authors.forename: Xinzhe
authors.initials: X
authors.lastname: Shi
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes "Organométalliques: Matériaux et Catalyse" , Campus de Beaulieu, 35042 Rennes, France.
authors.forename: Jean-François
authors.identifier: 0000-0002-6593-1995
authors.initials: JF
authors.lastname: Soulé
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes "Organométalliques: Matériaux et Catalyse" , Campus de Beaulieu, 35042 Rennes, France.
authors.forename: Henri
authors.initials: H
authors.lastname: Doucet