Tunable System for Electrochemical Reduction of Ketones and Phthalimides  

作　　者：Yaxin Wang Jianyou Zhao Tianjiao Qiao Jian Zhang Gong Chen 

机构地区：[1]State Key Laboratory Cultivation Base for TCM Quality and Efficacy,College of Pharmacy,Nanjing University of Chinese Medicine,Nanjing,Jiangsu 210023,China [2]State Key Laboratory of Elemento-Organic Chemistry,Research Institute of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China

出　　处：《Chinese Journal of Chemistry》2021年第12期3297-3302,共6页中国化学（英文版）

基　　金：We are grateful to the National Natural Science Foundation of China(No.22001128);the National Science Foundation of Jiangsu Province(No.BK20200847);the National Science Foundation of Nanjing University of Chinese Medicine(No.NZY22001128).

摘　　要：Herein,we report an efficient,tunable system for electrochemical reduction of ketones and phthalimides at room temperature without the need for stoichiometric external reductants.By utilizing NaN_(3) as the electrolyte and graphite felt as both the cathode and the anode,we were able to selectively reduce the carbonyl groups of the substrates to alcohols,pinacols,or methylene groups by judiciously choosing the solvent and an acidic additive.The reaction conditions were compatible with a diverse array of functional groups,and phthalimides could undergo one-pot reductive cyclization to afford products with indolizidine scaffolds.Mechanistic studies showed that the reactions involved electron,proton,and hydrogen atom transfers.Importantly,an N_(3)/HN_(3) cycle operated as a hydrogen atom shuttle,which was critical for reduction of the carbonyl groups to methylene groups.

关 键 词：ELECTROCHEMISTRY REDUCTION KETONES PHTHALIMIDES Radical reactions 

分 类 号：O62[理学—有机化学]