AI Article Synopsis
- A new electrochemical method has been created to couple aldehydes, amines, and cyanopyridines, allowing for the generation of diarylmethylamines without the need for additional reducing agents.
- The process involves a one-pot electrolysis that efficiently produces various secondary and tertiary amines, showcasing a wide compatibility with different functional groups.
- Key experiments highlight that the conversion from imine to α-amino radical is crucial and identify benzoic acid as a significant factor in lowering the reduction potential necessary for the reaction.
Article Abstract
A three-component reductive coupling reaction of aldehydes, amines and cyanopyridines under electrochemical conditions has been developed. The 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.
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| http://dx.doi.org/10.1039/d2cc05330f | DOI Listing |
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