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通过收敛成对电解从空气中引入氧原子,由有机三氯化物一锅法合成叔酰胺。

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

作者信息

Luo Zhongli, Imamura Kenji, Shiota Yoshihito, Yoshizawa Kazunari, Hisaeda Yoshio, Shimakoshi Hisashi

机构信息

Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Nishi-ku, Motooka, Fukuoka 819-0395, Japan.

Institute for Materials Chemistry and Engineering, Kyushu University, Nishi-ku, Motooka, Fukuoka 819-0395, Japan.

出版信息

J Org Chem. 2021 Apr 16;86(8):5983-5990. doi: 10.1021/acs.joc.1c00161. Epub 2021 Apr 2.

Abstract

A convergent paired electrolysis catalyzed by a B complex for the one-pot synthesis of a tertiary amide from organic trichlorides (R-CCl) 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), 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.

摘要

已经开发出一种由B配合物催化的收敛成对电解法,用于从有机三氯化物(R-CCl₃)一锅法合成叔酰胺。各种容易获得的有机三氯化物,如三氯甲苯及其衍生物、氯仿、二氯二苯三氯乙烷(滴滴涕)、三氯-2,2,2-三氟乙烷(氟利昂-113a)和三氯乙腈(CNCCl₃),在叔胺存在下,通过在室温下从空气中引入氧气转化为酰胺。提出了由钴配合物介导的成对电解中的酰胺形成机理。

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