Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences , 155 Yangqiao Road West, Fuzhou, Fujian 350002, People's Republic of China.
Lab of Computational Chemistry and Drug Design, Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School , Shenzhen 518055, People's Republic of China.
Org Lett. 2017 Sep 15;19(18):4718-4721. doi: 10.1021/acs.orglett.7b01969. Epub 2017 Sep 1.
γ-Amino butyric acid (GABA) is the chief inhibitory neurotransmitter in the mammalian central nervous system. Many GABA derivatives are used clinically to prevent or treat neurodegenerative diseases. Copper-catalyzed carboamination of alkenes offers an efficient method to fashion the core structure of GABA derivatives from alkenes. In this reaction, acetonitrile serves as the source of the carbon and nitrogen functionalities used to difunctionalize alkenes. Experimental and density functional theory (DFT) studies were carried out to investigate the mechanism of the reaction, and a copper-catalyzed radical-polar crossover mechanism is proposed.
γ-氨基丁酸（GABA）是哺乳动物中枢神经系统中的主要抑制性神经递质。许多 GABA 衍生物被临床用于预防或治疗神经退行性疾病。铜催化的烯烃碳氨化反应为从烯烃合成 GABA 衍生物的核心结构提供了一种有效的方法。在该反应中，乙腈作为碳和氮官能团的来源，用于双官能化烯烃。进行了实验和密度泛函理论（DFT）研究来探讨反应机理，并提出了铜催化的自由基-极性交叉机理。
