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Cathode Material Determines Product Selectivity for Electrochemical C−H Functionalization of Biaryl Ketoximes
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2018-10-22 , DOI: 10.1002/anie.201809679
Huai‐Bo Zhao 1 , Pin Xu 1 , Jinshuai Song 2 , Hai‐Chao Xu 1
Affiliation  

The synthesis of polycyclic N‐heteroaromatic compounds and their corresponding N‐oxides has been developed through electrochemical C−H functionalization of biaryl ketoximes. The oxime substrates undergo dehydrogenative cyclization when a Pt cathode is used, resulting in unprecedented access to a wide range of N‐heteroaromatic N‐oxides. The products of the electrosynthesis are switched to the deoxygenated N‐heteroaromatics by employing a Pb cathode through sequential anode‐promoted dehydrogenative cyclization and cathodic cleavage of the N−O bond in the initially formed N‐oxide.

中文翻译:

阴极材料决定联芳基酮肟化学C-H官能化的产物选择性

多环N-杂芳族化合物及其相应的N-氧化物的合成是通过联芳基酮肟的电化学CH功能化开发的。当使用Pt阴极时,肟底物会经历脱氢环化反应,从而导致空前地获得各种N-杂芳族N-氧化物。通过顺序地阳极促进的脱氢环化作用和最初形成的N-氧化物中N-O键的阴极裂解,采用Pb阴极,将电合成的产物切换为脱氧的N-杂芳族化合物。
更新日期:2018-10-22
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