Affiliation:
1. National Research Center for Carbohydrate Synthesis Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education and Jiangxi Province Key Laboratory of Chemical Biology Jiangxi Normal University Nanchang 330022, Jiangxi P. R. China
2. The Institute for Advanced Studies (IAS) and College of Chemistry and Molecular Sciences Wuhan University Wuhan 430072, Hubei P. R. China
Abstract
AbstractPrecisely introducing two similar functional groups into bulk chemical alkenes represents a formidable route to complex molecules. Especially, the selective activation of two electrophiles is in crucial demand, yet challenging for cross‐electrophile‐coupling. Herein, we demonstrate a redox‐mediated electrolysis, in which aryl nitriles are both aryl radical precursors and redox‐mediators, enables an intermolecular alkene 1,2‐diarylation with a remarkable regioselectivity, thereby avoiding the involvement of transition‐metal catalysts. This transformation utilizes cyanoarene radical anions for activating various aryl halides (including iodides, bromides, and even chlorides) and affords 1,2‐diarylation adducts in up to 83 % yield and >20 : 1 regioselectivity with more than 80 examples, providing a feasible approach to complex bibenzyl derivatives.
Funder
National Key Research and Development Program of China
National Natural Science Foundation of China
Subject
General Chemistry,Catalysis
Cited by
33 articles.
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