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2024 , Vol. 44 >Issue 3: 1005 - 1012

DOI: https://doi.org/10.6023/cjoc202309019

研究论文

烯丙基芳香化合物的电化学选择性氧化酯化

  • 李梦帆 ,
  • 程旭
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  • 南京大学化学化工学院 南京 210023

收稿日期: 2023-09-19

  修回日期: 2023-11-29

  网络出版日期: 2023-12-08

基金资助

国家自然科学基金(22071105); 国家自然科学基金(22031008)

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Chemoselective Electro-oxidation of Allyl Arene to Ester

  • Mengfan Li ,
  • Xu Cheng
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  • School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023
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Received date: 2023-09-19

  Revised date: 2023-11-29

  Online published: 2023-12-08

Supported by

National Natural Science Foundation of China(22071105); National Natural Science Foundation of China(22031008)

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摘要

报道了烯丙基芳基化合物的电化学氧化酯化方法, 通过同时活化苄位＋烯丙位的C—H和C—C键, 合成了一系列苯甲酸酯类化合物. 本反应展现了良好的化学选择性, 优先在苄位＋烯丙位发生氧化, 而其它的苄位C—H键则保持稳定. 该反应在中性条件下进行, 无需酸碱添加剂, 可以适用叔醇酯的构建, 同时避免酯和醇存在下的转移酯化副反应.

关键词： 烯丙基; 苄基; 电化学; 酯化

本文引用格式

李梦帆 , 程旭 . 烯丙基芳香化合物的电化学选择性氧化酯化[J]. 有机化学, 2024 , 44(3) : 1005 -1012 . DOI: 10.6023/cjoc202309019

Abstract

An electrochemical C—H and C—C bond esterification reaction with allyl arene as a substrate is reported. This oxidation takes place selectively at the benzyl＋allyl C—H site instead of other benzylic C—H groups. Since the reaction does not require acid/base catalysis for esterification, tertiary alcohol is suitable for the synthesis of the corresponding ester. In addition, side reactions such as transesterification can be avoided with this neutral protocol.

Key words： allyl; benzyl; electrochemistry; esterification

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