One-Pot Synthesis of Tertiary Amides from Organic Trichlorides through Oxygen Atom Incorporation from Air by Convergent Paired Electrolysis

作者：Zhongli Luo, Kenji Imamura, Yoshihito Shiota, Kazunari Yoshizawa, Yoshio Hisaeda, Hisashi Shimakoshi · 发表于：The Journal of Organic Chemistry · 年份：2021 · DOI：10.1021/acs.joc.1c00161 · 被引用次数：27 · 研究领域：Radical Photochemical Reactions、Chemical Synthesis and Reactions、Sulfur-Based Synthesis Techniques

A convergent paired electrolysis catalyzed by a B 12 complex for the one-pot synthesis of a tertiary amide from organic trichlorides (R-CCl 3 ) has been developed. Various readily available organic trichlorides, such as benzotrichloride and its derivatives, chloroform, dichlorodiphenyltrichloroethane (DDT), trichloro-2,2,2-trifluoroethane (CFC-113a), and trichloroacetonitrile (CNCCl 3 ), were converted to amides in the presence of tertiary amines through oxygen incorporation from air at room temperature. The amide formation mechanism in the paired electrolysis, which was mediated by a cobalt complex, was proposed.