Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (1): 200-206.DOI: 10.6023/cjoc201808048 Previous Articles     Next Articles

Special Issue: 庆祝陈庆云院士九十华诞

Articles

可见光促进合成三氟甲基取代的四氢呋喃和四氢吡喃

王娜a,b, 顾强帅c, 程永峰a, 李磊a, 李忠良c, 郭臻b, 刘心元a   

  1. a 南方科技大学化学系和格拉布斯研究院 深圳 518055;
    b 太原理工大学材料科学与工程学院 新材料界面科学与工程教育部重点实验室 太原 030024;
    c 南方科技大学前沿与交叉科学研究院 深圳 518055
  • 收稿日期:2018-08-31 修回日期:2018-09-26 出版日期:2019-01-25 发布日期:2018-10-20
  • 通讯作者: 顾强帅, 郭臻, 刘心元 E-mail:guqs@sustc.edu.cn;guozhen@tyut.edu.cn;liuxy3@sustc.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21722203,21831002,21801116和21572096)、深圳市科技研发资金(Nos.JCYJ20170412152435366和JCYJ-20170307105638498)、广东省自然科学基金(No.2018A030310083)和深圳市诺贝尔奖科学家实验室(No.C17213101)资助项目.

Visible-Light Promoted Preparation of Trifluoromethylated Tetrahydrofuran and Tetrahydropyran

Wang Naa,b, Gu Qiang-Shuaic, Cheng Yong-Fenga, Li Leia, Li Zhong-Liangc, Guo Zhenb, Liu Xin-Yuana   

  1. a Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen 518055;
    b Key Laboratory of Interface Science and Engineering in Advanced Materials, Ministry of Education, College of Materials Science & Engineering, Taiyuan University of Technology, Shanxi 030024;
    c SUSTech Academy for Advanced Interdisciplinary Studies, Southern University of Science and Technology, Shenzhen 518055
  • Received:2018-08-31 Revised:2018-09-26 Online:2019-01-25 Published:2018-10-20
  • Contact: 10.6023/cjoc201808048 E-mail:guqs@sustc.edu.cn;guozhen@tyut.edu.cn;liuxy3@sustc.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21722203, 21831002, 21801116, and 21572096), the Shenzhen Special Funds for the Development of Biomedicine, Internet, New Energy, and New Material Industries (Nos. JCYJ20170412152435366, JCYJ20170307105638498), the Natural Science Foundation of Guangdong Province (No. 2018A030310083) and the Shenzhen Nobel Prize Scientists Laboratory Project (No. C17213101).

An efficient protocol for facile access to trifluoromethylated tetrahydrofuran and tetrahydropyran has been developed under visible light irradiation conditions via radical 1,2-alkoxyl-trifluoromethylation of unactivated alkene. It features the use of readily commercially available and operatively simple trifluoromethanesulfonyl chloride as a trifluoro- methyl radical source, thus making the protocol potentially appealing for practical preparation.

Key words: trifluoromethanesulfonyl chloride, tetrahydrofuran, tetrahydropyran, visible light, alkoxyl-trifluoromethylation