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. 2019 Nov 11;58(46):16548-16552.
doi: 10.1002/anie.201909642. Epub 2019 Sep 30.

Direct Arylation of α-Amino C(sp3 )-H Bonds by Convergent Paired Electrolysis

Yueyue Ma  1 , Xiantong Yao  1 , Lei Zhang  1 , Pufan Ni  1 , Ruihua Cheng  2 , Jinxing Ye  1
Affiliations

Direct Arylation of α-Amino C(sp3 )-H Bonds by Convergent Paired Electrolysis

Yueyue Ma et al. Angew Chem Int Ed Engl. .

Abstract

A metal-free convergent paired electrolysis strategy to synthesize benzylic amines through direct arylation of tertiary amines and benzonitrile derivatives at room temperature has been developed. This TEMPO-mediated electrocatalytic reaction makes full use of both anodic oxidation and cathodic reduction without metals or stoichiometric oxidants, thus showing great potential and advantages for practical synthesis. This convergent paired electrolysis method provides a straightforward and powerful means to activate C-H bonds and realize cross-coupling with cathodically generated species.

Keywords: C−H activation; arylation; cross-coupling; electrocatalysis; tertiary amines.

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