title: I2-promoted selective oxidative cross-coupling/annulation of 2-naphthols with methyl ketones: a strategy to build naphtho[2,1-b]furan-1(2H)-ones with a quaternary center.
abstract: A highly efficient and selective molecular iodine-promoted oxidative cross-coupling/annulation between 2-naphthols and methyl ketones has been realized. The reaction successfully constructed a new quaternary carbon center within 3(2H)-furanones. Our synthetic strategy provided an in situ iodination-based oxidative coupling pathway. Based on the experimental results, a self-sequenced iodination/Kornblum oxidation/Friedel-Crafts/oxidation/cyclization mechanism was proposed.
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Wuhan 430079, P. R. China.
authors.forename: Qinghe
authors.initials: Q
authors.lastname: Gao
authors.forename: Xia
authors.initials: X
authors.lastname: Wu
authors.forename: Shan
authors.initials: S
authors.lastname: Liu
authors.forename: Anxin
authors.initials: A
authors.lastname: Wu
mesh_terms: D002384:Catalysis; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*
chemical_list: D005663:Furans; D007659:Ketones; D009284:Naphthols; D007455:Iodine; C028405:2-naphthol