Electricity-driven three-component reductive coupling reaction for the synthesis of diarylmethylamine.
- Resource Type
- Article
- Authors
- Yang, Lei; Sun, Maolin; Cao, Liming; Liang, Chaoming; Yang, Jiasheng; Yi, Junjun; Cheng, Ruihua; Ma, Yueyue; Ye, Jinxing
- Source
- Chemical Communications. 12/14/2022, Vol. 58 Issue 96, p13345-13348. 4p.
- Subject
- *TERTIARY amines
*SECONDARY amines
*REDUCTION potential
*AMINATION
*REDUCING agents
*BENZOIC acid
*FUNCTIONAL groups
- Language
- ISSN
- 1359-7345
A three-component reductive coupling reaction of aldehydes, amines and cyanopyridines under electrochemical conditions has been developed. The in situ generated imine and cyanopyridine simultaneously undergo single-electron reduction at the cathode, and afford diarylmethylamines through radical coupling without the participation of reducing agents. The one-pot electrolysis method can modularly obtain various secondary and tertiary amines and exhibits broad functional group compatibility. Mechanistic experiments verify the pivotal reduction step from imine to α-amino radical and reveal the key role of benzoic acid in reducing the reduction potential of imine and cyanopyridine. [ABSTRACT FROM AUTHOR]