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2022 , Vol. 42 >Issue 5: 1493 - 1500

DOI: https://doi.org/10.6023/cjoc202112032

研究论文

可见光诱导杂芳烃与脂肪醇的羟烷基化反应

  • 徐东平 ,
  • 黄飞 ,
  • 汤琳 ,
  • 张新明 ,
  • 张武
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  • 安徽师范大学化学与材料科学学院 安徽芜湖 241000

收稿日期: 2021-12-25

  修回日期: 2022-01-18

  网络出版日期: 2022-01-27

基金资助

安徽省分子基材料实验室(fzj21005)

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Visible Light-Induced Hydroxyalkylation of Heteroarenes with Aliphatic Alcohols

  • Dongping Xu ,
  • Fei Huang ,
  • Lin Tang ,
  • Xinming Zhang ,
  • Wu Zhang
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  • College of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241000
*Corresponding author. E-mail:

Received date: 2021-12-25

  Revised date: 2022-01-18

  Online published: 2022-01-27

Supported by

Anhui Laboratory of Molecule-Based Materials(fzj21005)

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摘要

发展了一种有效的可见光诱导的杂芳烃与脂肪醇的直接交叉脱氢偶联. 该反应在水溶液中由过硫酸盐引发, 不需要使用化学计量酸来活化杂环. 通过氢原子转移(HAT)从醇瞬时生成的α-羟烷基自由基与一系列杂芳烃发生Minisci反应. 该方法具有无需光催化剂、溶剂绿色环保、反应条件温和、起始材料容易获得和官能团耐受性广泛等优点.

关键词： 醇; 交叉脱氢偶联; 杂芳烃; 羟烷基化; 可见光诱导

本文引用格式

徐东平 , 黄飞 , 汤琳 , 张新明 , 张武 . 可见光诱导杂芳烃与脂肪醇的羟烷基化反应[J]. 有机化学, 2022 , 42(5) : 1493 -1500 . DOI: 10.6023/cjoc202112032

Abstract

An efficient visible light-induced direct cross-dehydrogenative coupling of heteroarenes with aliphatic alcohols in aqueous solution at ambient temperature was developed. The reaction is initiated by persulfate salts and does not require the use of stoichiometric acid for activation of the heterocycle. α-Hydroxyalkyl radicals transiently generated from alcohols via hydrogen atom transfer (HAT) undergo Minisci-type reactions with a range of heteroarenes. This protocol was highlighted by photocatalyst-free, green solvent, mild conditions, readily available starting materials, and wide functional group tolerance.

Key words： alcohol; cross-dehydrogenative coupling; heteroarene; hydroxyalkylation; visible light-induction

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