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2023 , Vol. 43 >Issue 11: 3939 - 3944

DOI: https://doi.org/10.6023/cjoc202304010

研究论文

钴催化芳基烯烃氧烷基化反应: 快速获得α-烷基取代苯乙酮衍生物

  • 周鹏 ,
  • 朱伟明 ,
  • 张建涛 ,
  • 肖朵朵 ,
  • 郭祥峰 ,
  • 刘卫兵
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  • a 广东石油化工学院化学学院 广东茂名 525000
    b 茂名绿色化工研究院 广东茂名 525099

收稿日期: 2023-04-07

  修回日期: 2023-06-15

  网络出版日期: 2023-07-06

基金资助

茂名绿色化工研究院“扬帆计划”(MMGCIRI-2022YFJH-Y-037); 茂名市科技计划(2022031); 广东省普通高校重点领域专项(2020-ZDZX2054)

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Cobalt-Catalyzed Oxyalkylation Reaction of Styrenes: Rapid Access to α-Alkyl Substituted Acetophenone Derivatives

  • Peng Zhou ,
  • Weiming Zhu ,
  • Jiantao Zhang ,
  • Duoduo Xiao ,
  • Xiangfeng Guo ,
  • Weibing Liu
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  • a College of Chemistry, Guangdong University of Petrochemical Technology, Maoming, Guangdong 525000
    b Maoming Green Chemical Industry Research Institute, Maoming, Guangdong 525099
* E-mail: ;

Received date: 2023-04-07

  Revised date: 2023-06-15

  Online published: 2023-07-06

Supported by

Sailing Plan of Maoming Green Chemical Industry Research Institute(MMGCIRI-2022YFJH-Y-037); Science and Technology Planning Project of Maoming City(2022031); Special Projects in Key Fields of Ordinary Universities of Guangdong Province(2020-ZDZX2054)

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摘要

烷基芳基酮是化学和生物学中一类有价值的化合物, 被广泛应用于制药、香料、染料、农药、功能材料以及有机合成行业. 发展了钴催化芳基烯烃与叔丁基过氧化氢(TBHP)以及环醚的氧烷基化反应. 该方法适用于各种带有吸电子基团或给电子基团的烯烃底物, 并且以中等产率得到α-烷基取代苯乙酮衍生物. 该方案具有广泛的底物适用范围及灵活性, 在温和条件下即可快速构建一系列增值的苯乙酮衍生物.

关键词： 烷基芳基酮; 钴催化; 氧烷基化; 苯乙酮衍生物

本文引用格式

周鹏 , 朱伟明 , 张建涛 , 肖朵朵 , 郭祥峰 , 刘卫兵 . 钴催化芳基烯烃氧烷基化反应: 快速获得α-烷基取代苯乙酮衍生物[J]. 有机化学, 2023 , 43(11) : 3939 -3944 . DOI: 10.6023/cjoc202304010

Abstract

Alkyl aryl ketones are a class of valuable compounds in chemistry and biology, which are widely used in the pharmaceutical, spice, dye, pesticide, functional materials, and organic synthesis industries. A cobalt-catalyzed oxyalkylation reaction of aryl olefin with tert-butyl hydroperoxide (TBHP) and cyclic ethers was developed. Various substrates with electron-withdrawing or electron-donating groups were tolerated in this protocol to provide the α-alkyl substituted aceto- phenones in moderate yields. The present protocol features broad substrate scope, and flexibility, allowing rapid assembly of a series of value-added acetophenone derivatives under mild conditions with good reaction efficacy.

Key words： alkyl aryl ketone; cobalt-catalysis; oxyalkylation; acetophenone derivative

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