丙二酸酯和苯乙烯分子间氧化偶联电化学合成γ-内酯

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-03-16 DOI:10.1021/acs.joc.5c00228

Antoine Lefevre, Régis Guillot, Cyrille Kouklovsky, Guillaume Vincent

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引用次数: 0

摘要

我们报道了二茂铁介导的丙二酸盐和苯乙烯之间的电化学分子间氧化环，避免了过量氧化剂（如Mn(OAc)3）的使用。这个反应可能是通过丙二醇自由基的生成和苯乙烯的结合而进行的。在进一步的阳极氧化后，产生的苯碳正离子被其中一种酯截获以传递所需的γ-内酯。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Electrochemical Synthesis of γ-Lactones from the Intermolecular Oxidative Coupling between Malonates and Styrenes

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Electrochemical Synthesis of γ-Lactones from the Intermolecular Oxidative Coupling between Malonates and Styrenes

We report a ferrocene-mediated electrochemical intermolecular oxidative annulation between malonates and styrenes that avoids the use of excess oxidants such as Mn(OAc)₃. The reaction proceeds via presumably the generation of a malonyl radical that adds to the styrene. After further anodic oxidation, the resulting benzylic carbocation is intercepted by one of the esters to deliver the desired γ-lactones.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.