通过有机电化学合成实现四氢异喹啉的 C(sp^2)-H 烯丙基化反应。
C(sp)-H Aerobic Alkenylation of Tetrahydroisoquinolines via Organic Electrosynthesis.
机构信息
College of Chemistry and Materials, Sichuan Normal University, Chengdu 610068, China.
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
出版信息
J Org Chem. 2023 May 5;88(9):6203-6208. doi: 10.1021/acs.joc.3c00223. Epub 2023 Apr 14.
A method for the C(sp)-H alkenylation of -aryl-tetrahydroisoquinoline (THIQ) has been developed by the combination of electrooxidation and a copper catalyst. The corresponding products were obtained with good to excellent yields under mild conditions. Besides, the addition of TEMPO as an electron mediator is crucial to this transformation, since the oxidative reaction could proceed under a low electrode potential. In addition, the catalytic asymmetric variant has also been demonstrated with good enantioselectivity.
通过电氧化和铜催化剂的结合，开发了一种 C(sp)-H 烯丙基化 - 芳基-四氢异喹啉 (THIQ) 的方法。在温和条件下，以良好至优异的收率得到相应产物。此外，添加 TEMPO 作为电子介体对于这种转化至关重要，因为氧化反应可以在低电极电位下进行。此外，还证明了催化不对称变体具有良好的对映选择性。
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