Synergy of anodic oxidation and cathodic reduction leads to electrochemical deoxygenative C2 arylation of quinoline <i>N</i>-oxides

Author(s): Yong Yuan ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Minbao Jiang ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Tao Wang ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Yunkui Xiong ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Jun Li ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Huijiao Guo ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Aiwen Lei ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵

Publication date (Electronic): 2019

Journal: Chemical Communications

Publisher: Royal Society of Chemistry (RSC)

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Abstract

We herein report an electrochemical deoxygenative C2 arylation protocol of quinoline N-oxides. By employing both anodic oxidation and cathodic reduction, a variety of 2-arylquinolines were obtained under environmentally benign conditions.

Abstract

The first example of electrochemical deoxygenative C2 arylation of quinoline N-oxides using sulfonyl hydrazines was demonstrated in this work. By employing both anodic oxidation and cathodic reduction, a variety of 2-arylquinolines were synthesized under metal catalyst-, exogenous-oxidant-, and exogenous-reductant-free conditions.

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