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Meta-Dehydrogenative Alkylation of Arenes with Ethers, Ketones, and Esters Catalyzed by Ruthenium
Organic Letters ( IF 5.2 ) Pub Date : 2020-11-05 , DOI: 10.1021/acs.orglett.0c02698
Gang Li 1 , Yuan Gao 1 , Chunqi Jia 2 , Shichong Wang 1 , Bingxu Yan 1 , Yu Fang 1 , Suling Yang 1
Affiliation  

A meta-dehydrogenative alkylation of arenes with cyclic ethers, ketones, and esters catalyzed by ruthenium is achieved in the presence of a di-tert-butyl peroxide (DTBP) oxidant. Interestingly, when quinoline and isoquinoline are employed as the directing group, or a chain ether as alkylation reagent, the system produces Minisci reaction products. Mechanistic study indicates that meta-dehydrogenative alkylation is a radical process initiated by DTBP with the assistance of a CAr–Ru bond ortho/para-directing effect.

中文翻译:

与醚,酮芳烃的烷基化-Dehydrogenative,并催化酯钌

与环醚,酮,和由钌催化的酯芳烃的烷基化-dehydrogenative以二-的存在下实现的丁基过氧化物(DTBP)的氧化剂。有趣的是,当将喹啉和异喹啉用作导向基团,或将链醚用作烷基化试剂时,该系统产生Minisci反应产物。机理研究表明,脱氢烷基化是由DTBP在C Ar -Ru键的/对指导作用的辅助下引发的自由基过程。
更新日期:2020-11-21
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