Copper(I) Iodide-Catalyzed Perfluoroalkoxylation Reaction of Alkyl Halides

被引:1
|
作者
Wu, Xiong [1 ]
Le, Bingjun [1 ]
Xiao, Wangchuan [2 ]
Wu, Jingjing [1 ,2 ]
Wu, Fanhong [1 ,2 ]
Ma, Xiaoyu [1 ,2 ]
Liu, Chao [1 ,2 ,3 ]
机构
[1] Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 201418, Peoples R China
[2] Shanghai Sanming Engn Res Ctr Green Fluoropharmace, Sanming 365004, Fujian, Peoples R China
[3] Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Fluorine & Nitrogen Chem & Adv Mat, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
TRIFLUOROMETHYLTHIOLATION;
D O I
10.1021/acs.orglett.4c02428
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report an efficient perfluoroalkoxylation reaction of alkyl halides catalyzed by copper(I) iodide (CuI), which facilitates the simultaneous activation of both perfluoroalkoxide and alkyl halides. This methodology is tolerant of a wide range of functional groups and eliminates the need for costly metal reagents. The reaction is conducted in a single step under mildly practical conditions.
引用
收藏
页码:7139 / 7143
页数:5
相关论文
共 50 条
  • [31] Photoinduced Copper-Catalyzed Radical Mizoroki-Heck Reaction with Unactivated Alkyl Iodide
    Xu, Yongjie
    Luo, Hang
    Hu, Dan
    Gao, Lei
    Yu, Fangnian
    Li, Sijia
    Li, Chen-Yi
    Li, Yu-Long
    Gao, Min
    Lin, Luqing
    ORGANIC LETTERS, 2025,
  • [32] Synthesis of Polysubstituted 3-Chalcogenated Indoles through Copper(I) Iodide-Catalyzed Three-Component Domino Reactions
    Gou, Rui
    Zhang, Yi
    Wu, Sheng-wei
    Liu, Feng
    SYNLETT, 2019, 30 (02) : 207 - 212
  • [33] Kinetics of the iodide-catalyzed manganese(III)-arsenic(III) reaction in the presence of sulfuric acid
    Pastor, TJ
    Milovanovic, GA
    Petkovic, GM
    MICROCHEMICAL JOURNAL, 1998, 60 (01) : 8 - 17
  • [34] CATALYZED REACTION OF ALKYLMAGNESIUM HALIDES WITH ALKYL HALIDES .2. NATURE OF CATALYST
    PARKER, VD
    NOLLER, CR
    SALINGER, RM
    PIETTE, LH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (06) : 1110 - &
  • [35] Copper-Catalyzed Homocoupling of Alkyl Halides in the Presence of Samarium
    Liu, Yongjun
    Zhang, Dianming
    Xiao, Shuhuan
    Qi, Yan
    Liu, Shufeng
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (06) : 858 - 862
  • [36] Copper-catalyzed arylation of alkyl halides with arylaluminum reagents
    Shrestha, Bijay
    Giri, Ramesh
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 2400 - 2407
  • [37] Copper-Catalyzed Alkylation of Benzoxazoles with Secondary Alkyl Halides
    Ren, Peng
    Salihu, Isuf
    Scopelliti, Rosario
    Hu, Xile
    ORGANIC LETTERS, 2012, 14 (07) : 1748 - 1751
  • [38] Iodide-catalyzed amide synthesis from alcohols and amines
    Wang, Gao
    Yu, Qing-Ying
    Wang, Jian
    Wang, Shan
    Chen, Shan-Yong
    Yu, Xiao-Qi
    RSC ADVANCES, 2013, 3 (44) : 21306 - 21310
  • [39] Iodide-Catalyzed Reductions: Development of a Synthesis of Phenylacetic Acids
    Milne, Jacqueline E.
    Storz, Thomas
    Colyer, John T.
    Thiel, Oliver R.
    Seran, Mina Dilmeghani
    Larsen, Robert D.
    Murry, Jerry A.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (22): : 9519 - 9524
  • [40] Copper-Catalyzed Cross-Coupling Reaction of Organoboron Compounds with Primary Alkyl Halides and Pseudohalides
    Yang, Chu-Ting
    Zhang, Zhen-Qi
    Liu, Yu-Chen
    Liu, Lei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (17) : 3904 - 3907