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2021 , Vol. 41 >Issue 9: 3660 - 3667

DOI: https://doi.org/10.6023/cjoc202104007

研究论文

高价碘试剂参与酰胺的选择性二氟氯乙基化反应研究

  • 颜廷勋 ,
  • 陈超 ,
  • 文丽荣
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  • a 青岛科技大学化工与分子工程学院 青岛 266042
    b 清华大学化学系 生命有机磷化学及化学生物学教育部重点实验室 北京 100084
    c 南开大学元素有机化学国家重点实验室 天津 300071

收稿日期: 2021-04-04

  修回日期: 2021-05-17

  网络出版日期: 2021-06-17

基金资助

国家重点研发项目(2016YFB0401400); 国家自然科学基金(22071129); 国家自然科学基金(21871158); 国家自然科学基金(21672120); 霍英东教育基金(151014)

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Study on the Selective Difluorochloroethylation Reactions of Amides with Hypervalent Iodine Reagent

  • Tingxun Yan ,
  • Chao Chen ,
  • Lirong Wen
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  • a College of Chemistry and Molecular Engineering, Qingdao University of Science & Technology, Qingdao 266042
    b Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education,Department of Chemistry, Tsinghua University, Beijing 100084
    c State Key Laboratory of Elemental Organic Chemistry, Nankai University, Tianjin 300071
* Corresponding authors. E-mail: ;

Received date: 2021-04-04

  Revised date: 2021-05-17

  Online published: 2021-06-17

Supported by

National Key Research and Development Program of China(2016YFB0401400); National Natural Science Foundation of China(22071129); National Natural Science Foundation of China(21871158); National Natural Science Foundation of China(21672120); Fok Ying Tong Education Foundation of China(151014)

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摘要

含氟乙基化产物在生物医药和材料领域有着广泛的应用, 合成含氟乙基的化合物有着重要意义. 目前对三氟乙基化合物的合成有了相关报道, 但是对于如何合成二氟乙基化产物却鲜有报道. 通过氯二氟高价碘试剂和酰胺进行反应, 选择性生成氮-氯二氟乙基化和氧-氯二氟乙基化产物, 该反应的选择性通过溶剂选择即可调控, 反应高效便捷实用.

关键词： 氯二氟乙基高价碘; 氟乙基化; 二氟乙基化; 三氟乙基化

本文引用格式

颜廷勋 , 陈超 , 文丽荣 . 高价碘试剂参与酰胺的选择性二氟氯乙基化反应研究[J]. 有机化学, 2021 , 41(9) : 3660 -3667 . DOI: 10.6023/cjoc202104007

Abstract

Fluoroethylation products have a wide range of applications in the fields of biomedicine and materials, and the synthesis of fluorine-containing ethyl compounds is very important. At present, there are related reports on the synthesis of trifluoroethyl compounds, but there are few reports on how to synthesize difluoroethylated products. In this paper, through the reaction of chlorodifluoro iodine reagent and amide, N-chlorodifluoroethylation and O-chlorodifluoroethylation products were selectively generated. The selectivity of the reaction can be controlled by the choice of solvent, and the reaction is efficient, convenient and practical.

Key words： chlorodifluoroethyl hypervalent iodine reagent; fluoroethylation; difluoroethylation; trifluoroethylation

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