Non-Kolbe oxidation driven electrochemical C(sp2)–H lactonization towards the synthesis of isocoumarins†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-09-30 DOI:10.1039/D4QO01381F

Chen Liu, Hongpeng Liu, Gaoyuan Zhang, Yunge Liu, Pei Liao, Yongqun Mei and Yunfei Zhang

引用次数: 0

Abstract

A novel method for electrochemical C(sp²)–H lactonization was developed. This strategy enabled the synthesis of various isocoumarins in moderate to excellent yields with good functional group tolerance. The gram-scale reaction and derivatizations of the product showed the applicability of this method. Relevant mechanism experiments supported the rare non-Kolbe process. Overall, this work provides a sustainable and cheaper approach for the synthesis of isocoumarins.

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非 Kolbe 氧化驱动的电化学 C（sp2）-H 乳化反应合成异香豆素类化合物

我们开发了一种新型的电化学 C(sp2)-H 内酯化方法。该方法能合成各种异香豆素类化合物，产率从中等到极高，且具有良好的官能团耐受性。产品的革兰氏级反应和衍生化显示了该方法的应用能力。相关的机理实验支持了罕见的非 Kolbe 过程。总之，这项工作为合成异香豆素提供了一种可持续且成本更低的方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.