氮杂环卡宾氯化亚铜催化对称内炔烃硼氢化反应  

(NHC) CuCl-Catalyzed Hydroboration of Symmetric Internal Alkynes

作　　者：刘洲[1] 易九寅 张颖[1] 陶传洲[1] 张志成 施宁欢 程青芳[1] Liu Zhou;Yi Jiuyin;Zhang Ying;Tao Chuanzhou;Zhang Zhicheng;Shi Ninghuan;Cheng Qingfang(School of Chemical Engineering, Huaihai Institute of Technology, Lianyungang 22200)

机构地区：[1]淮海工学院化工学院,连云港222005

出　　处：《化学通报》2018年第5期476-479,共4页Chemistry

基　　金：国家自然科学基金项目(21402062);连云港市产学研基金项目(CXY1520);江苏省海洋药物研究院开放课题基金项目(2015HYB02;2015HYB11)资助

摘　　要：本文报道了惰性对称内炔烃硼氢化反应,高效合成系列硼酸酯化合物。以氮杂环卡宾氯化亚铜催化联硼酸频哪醇酯与对称内炔烃发生反应,生成烯基铜试剂,再经甲醇质子化,高效合成了构型单一的顺式烯基硼酸酯,产物经~1H NMR、^(13)C NMR、HRMS表征。系统考察了反应各项参数,讨论了反应可能的历程。本研究的炔烃硼氢化方法简便高效,催化剂稳定,无需使用膦配体,环境友好。An efficient access to vinylboronates was achieved through （NHC） CuCl-catalyzed hydroboration of symmetric internal alkynes. With bis（pinacolato） diboron and symmetric internal alkynes as starting materials,single configuration of vinylboronates were obtained after protonation of vinylcopper,and their structure were all determined by^1H NMR,^13C NMR and HRMS. The optimal reaction conditions were systematically screened. Based on the reaction investigation,the possible reaction mechanism was discussed. This highly practical hydroboration process,which can be carried out at mild conditions,enjoys operational simplicity,as well as environmental benign catalyst.

关 键 词：氮杂环卡宾氯化亚铜 内炔烃 联硼酸频哪醇酯 硼氢化 烯基硼酸酯 

分 类 号：O621.251[理学—有机化学]