title: Synthesis of 3-trifluoromethylbenzo[b]furans from phenols via direct ortho functionalization by extended Pummerer reaction.
abstract: A concise and diversity-oriented route to trifluoromethylbenzo[b]furans has been devised. A variety of phenols are directly converted to the corresponding 2-methylthio-3-trifluoromethylbenzo[b]furans by new triflic-anhydride-mediated extended Pummerer annulation reactions with trifluoromethylketene dithioacetal monoxide. The methylthio group of the products undergoes further transformations, which increase the diversity of available trifluoromethylbenzo[b]furans.
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
authors.forename: Takayuki
authors.initials: T
authors.lastname: Kobatake
authors.forename: Daishi
authors.initials: D
authors.lastname: Fujino
authors.forename: Suguru
authors.initials: S
authors.lastname: Yoshida
authors.forename: Hideki
authors.initials: H
authors.lastname: Yorimitsu
authors.forename: Koichiro
authors.initials: K
authors.lastname: Oshima
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D010636:Phenols