Copper-mediated synthesis of α-trifluoromethylselenolated esters

被引:17
|
作者
Chen, Taotao [1 ]
You, Yi [1 ]
Weng, Zhiqiang [1 ]
机构
[1] Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environment, Fuzhou 350108, Fujian, Peoples R China
基金
中国国家自然科学基金;
关键词
Trifluoromethylselenolation; Copper; alpha-Diazo esters; Fluorine; CATALYZED TRIFLUOROMETHYLSELENOLATION; NUCLEOPHILIC TRIFLUOROMETHYLATION; ELECTROPHILIC TRIFLUOROMETHYL; DIAZO ESTERS; DISULFIDES; ARYL; TRIMETHYLSILANE; SELENIDES; REAGENTS; HALIDES;
D O I
10.1016/j.jfluchem.2018.10.002
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A copper-mediated synthesis of alpha-trifluoromethylselenolated esters was developed. Trifluoromethylselenolation of the aromatic and aliphatic alpha-diazo esters with [(bpy)Cu(SeCF3)](2) afforded alpha-trifluoromethylselenolated esters in good to excellent yields. Various important functional groups were tolerated in the ortho, meta, and para positions of the phenyl rings.
引用
收藏
页码:43 / 46
页数:4
相关论文
共 50 条
  • [1] Copper-Mediated Deuterotrifluoromethylation of α-Diazo Esters
    Hu, Mingyou
    Xie, Qiqiang
    Li, Xinjin
    Ni, Chuanfa
    Hu, Jinbo
    CHINESE JOURNAL OF CHEMISTRY, 2016, 34 (05) : 469 - 472
  • [2] Copper-mediated effective synthesis of S-trifluoromethyl esters by trifluoromethylthiolation of acid chlorides
    Zhang, Mengjia
    Chen, Jinliang
    Chen, Zhirong
    Weng, Zhiqiang
    TETRAHEDRON, 2016, 72 (24) : 3525 - 3530
  • [3] Copper-Mediated Radiobromination of (Hetero)Aryl Boronic Pinacol Esters
    Mixdorf, Jason C.
    Hoffman, Sabrina L. V.
    Aluicio-Sarduy, Eduardo
    Barnhart, Todd E.
    Engle, Jonathan W.
    Ellison, Paul A.
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (04): : 2089 - 2094
  • [4] Total Synthesis of (-)-Melanthioidine by Copper-Mediated Cyclodimerization
    Wang, Jianjun
    Evano, Gwilherm
    ORGANIC LETTERS, 2016, 18 (15) : 3542 - 3545
  • [5] Copper-mediated synthesis of tertiary diaryl squaramides
    Ramalingam, Vijayakumar
    Bhagirath, Niala
    Muthyala, Rajeev S.
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (10): : 3976 - 3979
  • [6] Copper-Mediated Synthesis of Aryldifluoromethylphosphonates: A Sandmeyer Approach
    Bayle, Alexandre
    Cocaud, Chloe
    Nicolas, Cyril
    Martin, Olivier R.
    Poisson, Thomas
    Pannecoucke, Xavier
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (17) : 3787 - 3792
  • [7] Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex
    Fier, Patrick S.
    Luo, Jingwei
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (07) : 2552 - 2559
  • [8] Copper-mediated synthesis of drug-like bicyclopentanes
    Zhang, Xiaheng
    Smith, Russell T.
    Le, Chip
    McCarver, Stefan J.
    Shireman, Brock T.
    Carruthers, Nicholas I.
    MacMillan, David W. C.
    NATURE, 2020, 580 (7802) : 220 - +
  • [9] COPPER-MEDIATED N-ARYLATION IN THE SYNTHESIS OF ARYLADENINES
    Krouzelka, Jan
    Linhart, Igor
    HETEROCYCLES, 2009, 78 (05) : 1205 - 1216
  • [10] Synthesis of Polyfunctional Allenes by Successive Copper-Mediated Substitutions
    Schade, Matthias A.
    Yamada, Shigeyuki
    Knochel, Paul
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (15) : 4232 - 4237