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2024 , Vol. 44 >Issue 6: 1978 - 1986

DOI: https://doi.org/10.6023/cjoc202312021

研究论文

多相铁催化环状醚C(sp3)—H键活化的芳基烯烃氧烷基化

  • 于蕾 ,
  • 盛康 ,
  • 李亭 ,
  • 唐从辉
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  • a 南阳师范学院化学与制药工程学院 河南南阳 473061
    b 华中科技大学化学与化工学院 能量转换与存储材料化学教育部重点实验室 材料化学与服役失效湖北省重点实验室 武汉 430074

收稿日期: 2023-12-22

  修回日期: 2024-02-01

  网络出版日期: 2024-02-28

基金资助

国家自然科学基金(22371083); 国家自然科学基金(22001086)

收起

Heterogeneous Iron-Catalyzed Oxyalkylation of Vinylarenes via C(sp3)—H Activation of Cyclic Ethers

  • Lei Yu ,
  • Kang Sheng ,
  • Ting Li ,
  • Conghui Tang
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  • a College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan 473061
    b Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Material Chemistry and Service Failure, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074
* E-mail: ;

Received date: 2023-12-22

  Revised date: 2024-02-01

  Online published: 2024-02-28

Supported by

National Natural Science Foundation of China(22371083); National Natural Science Foundation of China(22001086)

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摘要

烯烃双官能团化是一种重要的在双键上构建新的化学键的方法, 烯烃的氧烷基化反应能够提供同时生成含有碳碳键和碳氧键的产物, 然而当前的氧烷基化方法需要使用过氧叔丁醇作为氧化剂. 因此亟需发展一类需氧氧化体系的氧烷基化反应. 报道了一例温和条件下多相铁催化的苯乙烯及其衍生物的氧烷基化反应, 使用空气作为氧化剂和氧源, 并进行了详细的催化剂表征、底物范围探索以及机理实验, 且给出了可能的机理过程.

关键词： 烯烃; 双官能团化; sp3碳氢键活化; 多相铁催化

本文引用格式

于蕾 , 盛康 , 李亭 , 唐从辉 . 多相铁催化环状醚C(sp3)—H键活化的芳基烯烃氧烷基化[J]. 有机化学, 2024 , 44(6) : 1978 -1986 . DOI: 10.6023/cjoc202312021

Abstract

Alkene difunctionalization is an important route to construct new chemical bonds over the olefin double bond, oxyalkylation reaction of olefins will provide C—C bond and C—O bond forming products. The current oxyalkylation methods rely in employing tert-butyl hydroperoxide as the oxidant. Therefore, developing an aerobic oxidation system for this transformation is highly desired. Herein, an unprecedented heterogeneous iron catalyzed oxyalkylation of styrene derivatives under mild conditions was reported, using air as oxidant and oxygen source. Detailed catalyst characterization, substrate scope and mechanistic studies were carried out and a proposed mechanism was given.

Key words： alkene; difunctionalization; C(sp3)—H activation; heterogeneous iron catalysis

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