Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids
Dan Wang1,2, Zhaohua Wan1, Heng Zhang1
1Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), Wuhan University, Wuhan, 430072, P. R. China.
Abstract:
The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.
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