title: Unexpected metal-free transformation of gem-Dibromomethylenes to ketones under acetylation conditions.
abstract: Novel conditions for the transformation of gem-dibromomethylenes to ketones are described. gem-Dibromo compounds were treated with acetic anhydride and triethylamine in dichloromethane/water at room temperature under an air atmosphere to give the corresponding ketones in moderate yields. A radical mechanism is proposed based on experimental results.
authors.affiliation: Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya, 464-8601 (Japan), Fax: (+81) 52-789-4111.
authors.forename: Rino
authors.initials: R
authors.lastname: Kimura
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Sawayama
authors.forename: Atsuo
authors.initials: A
authors.lastname: Nakazaki
authors.forename: Kazunori
authors.initials: K
authors.lastname: Miyamoto
authors.forename: Masanobu
authors.initials: M
authors.lastname: Uchiyama
authors.forename: Toshio
authors.initials: T
authors.lastname: Nishikawa
mesh_terms: D000107:Acetylation; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D007659:Ketones; D009942:Organometallic Compounds
keywords: dehalogenation; gem-dibromomethylenes; ketones; radical reactions; synthetic methods