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
  • [21] CATALYZED REACTION OF ALKYLMAGNESIUM HALIDES WITH ALKYL HALIDES .3. COURSE OF REACTION
    PARKER, VD
    NOLLER, CR
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (06) : 1112 - &
  • [22] MECHANISM OF IODIDE-CATALYZED CE(IV)-AS(III) REACTION IN ACIDIC SULFATE MEDIA
    ELTANTAWY, YA
    ABUSHADY, AI
    ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-FRANKFURT, 1975, 96 (4-6): : 189 - 198
  • [23] A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides
    Chen, Rongxiang
    Jia, Ruo-Ling
    Li, Wenbo
    Zhao, Wei
    Wang, Kai-Kai
    Wang, Zhan-Yong
    Ma, Xueji
    Dai, Wei
    Sun, Aili
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (24) : 5294 - 5297
  • [24] Copper-Catalyzed Carbonylative Coupling of Alkyl Halides
    Cheng, Li-Jie
    Mankad, Neal P.
    ACCOUNTS OF CHEMICAL RESEARCH, 2021, 54 (09) : 2261 - 2274
  • [25] Horseradish Peroxidase-Mediated, Iodide-Catalyzed Cascade Reaction for Plasmonic Immunoassays
    Xianyu, Yunlei
    Chen, Yiping
    Jiang, Xingyu
    ANALYTICAL CHEMISTRY, 2015, 87 (21) : 10688 - 10692
  • [26] Guanidinium iodide-catalyzed oxidative α-nitroalkylation of β-ketoamides
    Yasui, Koji
    Kato, Takanari
    Kojima, Kohei
    Nagasawa, Kazuo
    CHEMICAL COMMUNICATIONS, 2015, 51 (12) : 2290 - 2293
  • [27] Copper (I) Iodide-Catalyzed One-Step Preparation of Functionalized Allenes from Terminal Alkynes: Amine Effect
    Kuang, Jinqiang
    Luo, Hongwen
    Ma, Shengming
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (05) : 933 - 944
  • [28] Copper(I) Iodide Catalyzed Formation of Aryl Hydrazides from a Mitsunobo Reagent and Aryl Halides
    Yavari, Issa
    Ghazanfarpour-Darjani, Majid
    Solgi, Yazdan
    Ahmadian, Salome
    SYNLETT, 2011, (12) : 1745 - 1747
  • [29] REACTION OF POLYSUBSTITUTED AROMATICS .46. COPPER(I)IODIDE-CATALYZED REACTION OF NON-ACTIVATED ARYL IODIDES AND POTASSIUM SELENOCYANATE - NEW CONVENIENT ROUTE TO ARYL SELENOCYANATES
    SUZUKI, H
    SYNTHESIS-STUTTGART, 1977, (09): : 640 - 641
  • [30] A Palladium Iodide-Catalyzed Cyclocarbonylation Approach to Thiadiazafluorenones
    Veltri, Lucia
    Paladino, Veronica
    Plastina, Pierluigi
    Gabriele, Bartolo
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (14): : 6106 - 6111