| 刘洲,易九寅,张颖,陶传洲,张志成,施宁欢,程青芳.化学通报,2018,81(5):476-479. |
| 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 |
| 投稿时间：2017-12-22 修订日期：2018-02-04 |
| DOI： |
| 中文关键词: 卡宾氯化亚铜 内炔烃 联硼酸频哪醇酯 硼氢化 烯基硼酸酯 |
| 英文关键词:(NHC)CuCl Internal alkyne Bis(pinacolato)diboron Hydroboration Vinylboronate |
| 基金项目:国家自然科学基金(21402062)；连云港市产学研基金(CXY1520)和江苏省海洋药物研究院开放课题基金(2015HYB02, 2015HYB11) |
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| 中文摘要: |
| 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作为催化剂，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，甲醇质子化，高效合成了构型单一的顺式烯基硼酸酯。系统考察了反应各项参数，讨论了反应可能的历程，产物经1HNMR，13CNMR，HRMS表征。本研究的炔烃硼氢化方法高效，易于实现，催化剂稳定，无需使用膦配体，环境友好。 |
| 英文摘要: |
| 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. We systematically screened the reaction conditions and the compounds were all determined by 1H-NMR, 13C-NMR and HRMS. 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. |
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