title: Catalytic Formation of α-Aryl Ketones by C-H Functionalization with Cyclic Alkenyl Carbonates and One-Pot Synthesis of Isocoumarins.
abstract: We report here a method for direct catalytic introduction of simple α-acylalkyl groups via rhodium-catalyzed C-H functionalization with cyclic alkenyl carbonates, synthetic equivalents to enolates bearing leaving groups. The reaction proceeded smoothly without using bases to give α-aryl ketones in high yields. Various nitrogen-containing aromatic rings and amide groups serve as directing groups. 3-Substituted isocoumarins can also be prepared by one-pot C-H functionalization/cyclization.
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan and.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Hara
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan and.
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Onodera
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan and.
authors.forename: Takuya
authors.initials: T
authors.lastname: Kochi
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan and.|JST, ACT-C , 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan.
authors.forename: Fumitoshi
authors.initials: F
authors.lastname: Kakiuchi
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D049934:Isocoumarins / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000475:Alkenes; D002254:Carbonates; D049934:Isocoumarins; D007659:Ketones; C493826:isocoumarin 3; D012238:Rhodium; D009584:Nitrogen