title: Palladium-catalyzed sequential oxidative cyclization/coupling of 2-alkynylphenols and alkenes: a direct entry into 3-alkenylbenzofurans.
abstract: A new Pd-catalyzed tandem intramolecular oxypalladation/Heck-type coupling between 2-alkynylphenols and alkenes is reported, leading to 3-(1-alkenyl)benzofurans. Participating alkenes include those substituted with an electron-withdrawing group (ester, ketone, amide, nitrile, sulfone), as well as styrene. Remarkably, beta-substituted-alpha,beta-unsaturated carbonyl-type derivatives also participate effectively. The ready availability of substituted alkynylphenols, together with flexibility in the alkene choice, makes this simple strategy a versatile one for the synthesis of structurally diverse benzofuran derivatives.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidade de Vigo, Lagoas-Marcosende s/n, 36310 Vigo, Spain.
authors.forename: Claudio
authors.initials: C
authors.lastname: Martínez
authors.forename: Rosana
authors.initials: R
authors.lastname: Alvarez
authors.forename: José M
authors.initials: JM
authors.lastname: Aurrecoechea
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000480:Alkynes; D001572:Benzofurans; D010636:Phenols; D010165:Palladium