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Total Syntheses of Menisporphine and Daurioxoisoporphine C Enabled by Photoredox-Catalyzed Direct C–H Arylation of Isoquinoline with Aryldiazonium Salt
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2014-10-24 00:00:00 , DOI: 10.1021/jo5020432
Jing Zhang 1, 2 , Jie Chen 1, 2 , Xiaoyun Zhang 2 , Xiaoguang Lei 2, 3
Affiliation  

Isoquinoline alkaloids are attractive natural products due to their diverse chemical structures as well as remarkable bioactivities. Herein, we report the concise total syntheses of two isoquinoline alkaloids, menisporphine and daurioxoisoporphine C, through a mild and efficient photoredox-catalyzed direct C–H arylation of isoquinoline core with aryldiazonium salt. This new strategy is complementary to the conventional isoquinoline synthesis and would provide us a useful means to achieve a more convergent and flexible approach to access diverse isoquinoline structures.

中文翻译:

光氧化还原催化异喹啉与芳重氮鎓盐直接C–H芳基化反应可实现半月板卟啉和Daurioxoisoporphine C的总合成

异喹啉生物碱由于其多样的化学结构以及出色的生物活性而成为有吸引力的天然产物。在这里,我们通过温和有效的光氧化还原催化的异喹啉核心与芳基重氮盐的直接C H芳基化,报告了两种异喹啉生物碱(menisporphine和daurioxoisoporphine C)的简明总合成方法。这种新策略是对常规异喹啉合成方法的补充,将为我们提供一种有用的手段,以实现一种更加收敛和灵活的方法来访问各种异喹啉结构。
更新日期:2014-10-24
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