Enabling Access to 3-gem-Difluorovinyl Lactams via Zn-Mediated Sequential Single Electron Reductive Hydrodehalogenation  

作　　者：Jia Zheng Xuran Liu Jiawen Yin Shuaikang Li Juanjuan Zhang Weigao Hu 

机构地区：[1]The Marine Biomedical Research Institute,School of Ocean and Tropical Medicine,Guangdong Medical University,Zhanjiang,Guangdong,524023 China [2]The Marine Biomedical Research Institute of Guangdong Zhanjiang,Zhanjiang,Guangdong,524023 China

出　　处：《Chinese Journal of Chemistry》2025年第3期255-260,共6页中国化学(英文版)

基　　金：the Guangdong Basic and Applied Basic Research Foundation(2023A1515012657,2024A1515012128);Scientific Research Project of General Universities in Guangdong Province(2022KTSCX046);Zhanjiang Ocean Young Talent Innovation Project(2023E0002,2022E05008);the Fifth-level Research Fund of Guangdong Medical University(4RS23002a,4SG24248G);the Third-level Research Fund of Guangdong Medical University(4RS23002d,4SG22247G);Songshan Lake Medical and Engineering Integration Innovation Project of Guangdong Medical University(4SG22308P)for support.

摘　　要：Herein,we describe a direct route for the synthesis of 3-gem-difluorovinyl lactams through Zn-mediated reductive hydrodehalogenation.Importantly,by using inexpensive deuterium oxide(D_(2)O),the high value-added vicinal dideuterated gem-difluoroalkenes with excellent deuterium(D)incorporation were prepared.Mechanism studies indicated a successive single electron transfer process:the reaction initially undergoes hydrodechlorination to give the intermediateα-trifluoromethylidene lactams,which are then activated by the in-situ generated zinc cations and reduced to the desired product via hydrodefluorination.

关 键 词：3-gem-Difluorovinyl lactams Dideuterium compounds Zn-mediated Single electron reduction HYDRODEHALOGENATION Radicals Lewis acidity Zinc cation 

分 类 号：O62[理学—有机化学]