title: Palladium-catalyzed direct arylation of selenophene.
abstract: An efficient and convenient method was developed for the regioselective formation of 2-aryl- or 2,5-diarylselenophenes via a palladium-catalyzed direct arylation. This protocol is suitable for a wide range of aryl halides containing different functional groups. The 2-arylated substrates can undergo an additional regioselective direct arylation event furnishing symmetrical or unsymmetrical 2,5-diaryl selenophenes in good yield. Competition experiments and the role of the acid additive are in agreement with a concerted metalation deprotonation (CMD) pathway.
authors.affiliation: Instituto de Química, Departamento de Química Orgânica, Universidade Federal do Rio Grande do Sul , UFRGS, 91501-970 Porto Alegre-RS, Brazil.
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Rampon
authors.forename: Ludger A
authors.initials: LA
authors.lastname: Wessjohann
authors.forename: Paulo H
authors.initials: PH
authors.lastname: Schneider
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D016566:Organoselenium Compounds; D010165:Palladium