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钯催化实现的 -芳基丙烯酰胺与乙烯基芳烃的光致自由基级联多米诺 Heck 偶联反应。

Photoinduced radical cascade domino Heck coupling of -aryl acrylamide with vinyl arenes enabled by palladium catalysis.

作者信息

Li Pei-Shang, Teng Qiao-Qiao, Chen Ming

机构信息

Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Chang-zhou University, Changzhou, 213164, China.

出版信息

Chem Commun (Camb). 2023 Aug 31;59(71):10620-10623. doi: 10.1039/d3cc03506a.

Abstract

Here, a redox-neutral palladium-catalyzed photo-induced radical cascade domino Heck reaction of -aryl acrylamide with vinyl arenes is described. A diverse range of bioactive oxindoles, featuring an all-carbon quaternary center, were synthesized. The reaction is proposed to proceed an open-shell intermediate and occurs under mild reaction conditions, exhibiting excellent functional group tolerance. Importantly, the synthesized products can be readily transformed into biologically active molecules, including (±)-physostigmine and (±)-physovenine.

摘要

本文描述了一种氧化还原中性的钯催化的对芳基丙烯酰胺与乙烯基芳烃的光诱导自由基级联多米诺 Heck 反应。合成了一系列具有全碳季中心的生物活性氧化吲哚。该反应被认为通过一个开壳中间体进行,且在温和的反应条件下发生,表现出优异的官能团耐受性。重要的是,合成的产物可以很容易地转化为生物活性分子,包括(±)-毒扁豆碱和(±)-毒芹碱。

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