A selenium-catalyzed electrosynthesis involving regio-and stereo-selective N-olefination of azoles was developed.The room-temperature reaction was efficient(up to 97%yield)and compatible with various styrenes and azol...A selenium-catalyzed electrosynthesis involving regio-and stereo-selective N-olefination of azoles was developed.The room-temperature reaction was efficient(up to 97%yield)and compatible with various styrenes and azoles.Mechanistic study showed that the cascade reaction was triggered by the selenium-cation-mediated electrophilictrans-aminoselenation,and followed by an oxidative cis-elimination of selane.The electrosynthesis was also wellcompatible with the more challenging internal alkene substrates,giving the desired N-vinyl azoles in up to 88%yield and>20:1 Z/E ratio.展开更多
基金support from the National Natural Science Foundation of China(No.22071269)Pearl River Recruitment Program of Talent(No.2019QN01L149)Guangdong Provincial Key Laboratory of Construction Foundation(No.2023B1212060022).
文摘A selenium-catalyzed electrosynthesis involving regio-and stereo-selective N-olefination of azoles was developed.The room-temperature reaction was efficient(up to 97%yield)and compatible with various styrenes and azoles.Mechanistic study showed that the cascade reaction was triggered by the selenium-cation-mediated electrophilictrans-aminoselenation,and followed by an oxidative cis-elimination of selane.The electrosynthesis was also wellcompatible with the more challenging internal alkene substrates,giving the desired N-vinyl azoles in up to 88%yield and>20:1 Z/E ratio.
