title: Photocatalytic synthesis of dihydrobenzofurans by oxidative [3+2] cycloaddition of phenols.
abstract: We report a protocol for oxidative [3+2] cycloadditions of phenols and alkenes applicable to the modular synthesis of a large family of dihydrobenzofuran natural products. Visible-light-activated transition metal photocatalysis enables the use of ammonium persulfate as an easily handled, benign terminal oxidant. The broad range of organic substrates that are readily oxidized by photoredox catalysis suggests that this strategy may be applicable to a variety of useful oxidative transformations.
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706 (USA) http://yoon.chem.wisc.edu.
authors.forename: Travis R
authors.initials: TR
authors.lastname: Blum
authors.forename: Ye
authors.initials: Y
authors.lastname: Zhu
authors.forename: Sarah A
authors.initials: SA
authors.lastname: Nordeen
authors.forename: Tehshik P
authors.initials: TP
authors.lastname: Yoon
mesh_terms: D000475:Alkenes / Q000737:chemistry; D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D061565:Cycloaddition Reaction; D008027:Light; D010084:Oxidation-Reduction; D010636:Phenols / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry
chemical_list: D000475:Alkenes; D001572:Benzofurans; D001688:Biological Products; D010636:Phenols; D012428:Ruthenium; C105430:benzofuran
keywords: cycloaddition; heterocycles; phenols; photocatalysis; photooxidation