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2025 , Vol. 45 >Issue 1: 256 - 266

DOI: https://doi.org/10.6023/cjoc202406027

研究论文

光诱导重氮酸酯与偕二氟烯烃[1＋2]环加成合成二氟环丙烷

  • 慕晓楠 ,
  • 管敏慧 ,
  • 牛雨龙 ,
  • 陈浩 ,
  • 李传莹 ,
  • 王磊
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  • a 浙江理工大学化学系 杭州 310018
    b 台州学院高等研究院和药学院 浙江台州 318000
    c 杭州师范大学材料与化学化工学院 有机硅化学及材料技术教育部重点实验室 杭州 311121

收稿日期: 2024-06-20

  修回日期: 2024-07-25

  网络出版日期: 2024-08-26

基金资助

国家自然科学基金(22071171); 浙江省自然科学基金(LZ22B020003)

收起

Synthesis of Difluorocyclopropanes via a Photoinduced [1＋2] Cycloaddition of Diazo Esters with gem-Difluoroalkenes

  • Xiaonan Mu ,
  • Minhui Guan ,
  • Yulong Niu ,
  • Hao Chen ,
  • Chuanying Li ,
  • Lei Wang
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  • a Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018
    b Advanced Research Institute & School of Pharmaceutical Sciences, Taizhou University, Taizhou, Zhejiang 318000
    c Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121
*E-mail: ;
;

Received date: 2024-06-20

  Revised date: 2024-07-25

  Online published: 2024-08-26

Supported by

National Natural Science Foundation of China(22071171); Natural Science Foundation of Zhejiang Province(LZ22B020003)

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摘要

在可见光促进下, 偕二氟烯烃与芳基重氮酸酯的[1＋2]环加成为合成1,1-偕二氟环丙烷提供了一条有效而重要的途径. 反应条件温和、操作简单. 系列重氮酸酯和偕二氟烯烃都能适用于该反应(36个例子), 并以良好的收率和优异的非对映选择性(>20∶1)得到相应的目标产物.

关键词： 有机光催化; 偕二氟烯烃; 重氮酸酯; [1＋2]环加成; 1,1-偕二氟环丙烷

本文引用格式

慕晓楠 , 管敏慧 , 牛雨龙 , 陈浩 , 李传莹 , 王磊 . 光诱导重氮酸酯与偕二氟烯烃[1＋2]环加成合成二氟环丙烷[J]. 有机化学, 2025 , 45(1) : 256 -266 . DOI: 10.6023/cjoc202406027

Abstract

A visible-light-promoted [1＋2] cycloaddition of gem-difluoroalkenes with aryl diazo esters provides an efficient and important route to 1,1-difluorocyclopropanes. The reaction conditions are mild, and the operation is very simple. A number of diazo esters and gem-difluoroalkenes are suitable for this reaction (36 examples), providing the desired products in good yields with excellent diastereoselectivity (>20∶1).

Key words： organic photochemistry; gem-difluoroalkenes; diazo esters; [1＋2] cycloaddition; 1,1-difluorocyclopropanes

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