title: Ligand-Mediated and Copper-Catalyzed C(sp(3))-H Bond Functionalization of Aryl Ketones with Sodium Sulfinates under Mild Conditions.
abstract: A novel and convenient copper (II) bromide and 1,8-diazabicyclo[5.4.1]undec-7-ene (DBU) or 1,10-phenanthroline catalysis protocol for the construction of α-alkyl-β-keto sulfones via C(sp(3))-H bond functionalization followed by C(sp(3))-S bond formation between aryl ketones and sodium sulfinates at room temperature has been developed. This method is applicable to a wide range of aryl ketones and sodium sulfinates. The electronic effects of aryl ketones and ligands effects of the copper salts are crucial for this transformation. Typically, substituted aryl ketones with electron-withdrawing group do not need any ligand to give a good to excellent yield, while substituted aryl ketones with electron-donating group and electron-rich heteroaromatic ketones offer a good to excellent yield only under the nitrogen-based ligands. The practical value of this transformation highlights the efficient and robust one-pot synthesis of α-alkyl-β-keto sulfones.
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Xing-Wang
authors.initials: XW
authors.lastname: Lan
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Nai-Xing
authors.initials: NX
authors.lastname: Wang
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Cui-Bing
authors.initials: CB
authors.lastname: Bai
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Road, Wayne, New Jersey 07470, United States.
authors.forename: Yalan
authors.initials: Y
authors.lastname: Xing
authors.affiliation: Beijing Key Laboratory of Lignocellulosic Chemistry, Beijing Forestry University, Beijing, 100083, P. R. China.
authors.forename: Jia-Long
authors.initials: JL
authors.lastname: Wen
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Yan-Jing
authors.initials: YJ
authors.lastname: Wang
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Yi-He
authors.initials: YH
authors.lastname: Li