A selective and cost-effective method for the reductive deuteration of activated alkenes

作者：Li, Hengzhao; Zhang, Bin; Dong, Yanhong; Liu, Ting; Zhang, Yuntong; Nie, Haiyu; Yang, Ruoyan; Ma, Xiaodong; Ling, Yun; An, Jie^*

来源：Tetrahedron Letters, 2017, 58(28): 2757-2760.

DOI：10.1016/j.tetlet.2017.05.092

• Reductive deuteration
• Activated alkene
• Deuterium-labeled compound
• Single electron transfer reaction

A new single electron transfer reaction for the reductive deuteration of activated alkenes has been developed for the selective synthesis of alpha,beta-dideuterio compounds. A cheap, stable and commercially-available sodium dispersion with high specific surface area is employed as the electron donor to replace the traditionally used sodium/liquid ammonium system. Deuterium source is provided by EtOD-d(1). Excellent yields and deuterium incorporations were obtained across a broad range of activated alkenes with good functional group tolerance. This method provided a cheap, efficient and operationally-simple method for the synthesis of deuterium labeled compounds.

• 出版日期2017-7-12
• 单位中国农业大学