A Practical Synthesis of Trifluoromethanesulfonate Esters

被引：3
|
作者：
Zheng, Dongqing [1 ,2 ]
Ma, Haiyan [2 ]
Ding, Kai [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China
[2] East China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 37卷 / 06期
基金：
中国国家自然科学基金;
关键词：
trifluoromethanesulfonate ester; orthoester; triflic anhydride; one-pot alkylation; IONIC LIQUIDS; TRIFLATE; ESTERIFICATION;
D O I：
10.6023/cjoc201701035
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A practical synthesis of trifluoromethanesulfonate esters by reaction of orthoformate esters with triflic anhydride is described. The solvent-free method featured mild condition, short time, high yield, simple operation and broad substrate scope. The in situ generated trifluoromethanesulfonate ester is highly reactive alkylating agent, providing triflate ionic liquid in excellent yield via a one-pot procedure.
引用
收藏
页码：1582 / 1584
页数：3
相关论文
共 17 条
  • [1] SYNTHESIS OF TRIFLATE AND CHLORIDE SALTS OF ALKYL N,N-BIS(2,2,2-TRIFLUOROETHYL)AMINES
    ANDERSON, GL
    HARRUNA, I
    [J]. SYNTHETIC COMMUNICATIONS, 1987, 17 (01) : 111 - 114
  • [2] AUBERT C, 1985, SYNTHESIS-STUTTGART, P759
  • [3] Chemical transformations induced by triflic anhydride
    Baraznenok, IL
    Nenajdenko, VG
    Balenkova, ES
    [J]. TETRAHEDRON, 2000, 56 (20) : 3077 - 3119
  • [4] SYNTHESIS OF SOME NOVEL TRIFLUOROMETHANESULFONATES AND THEIR REACTIONS WITH ALCOHOLS
    BEARD, CD
    BAUM, K
    GRAKAUSK.V
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (21) : 3673 - 3677
  • [5] TRIFLUOROMETHANESULFONATE ESTERS FROM DIBROMOALKANE METATHESES WITH SILVER TRIFLATE - MECHANISTIC AND SYNTHETIC ASPECTS
    CHAPMAN, RD
    ANDRESHAK, JL
    HERRLINGER, SP
    SHACKELFORD, SA
    HILDRETH, RA
    SMITH, JP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (20) : 3792 - 3798
  • [6] Distillable Ionic Liquids: Reversible Amide OAlkylation
    Chen, Zheng-Jian
    Xi, Hong-Wei
    Lim, Kok Hwa
    Lee, Jong-Min
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (50) : 13392 - 13396
  • [7] Mild Copper-Catalyzed Fluorination of Alkyl Triflates with Potassium Fluoride
    Dang, Hester
    Mailig, Melrose
    Lalic, Gojko
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (25) : 6473 - 6476
  • [8] Gramstad T, 1956, J CHEM SOC, V173, P1
  • [9] A Convenient Synthesis of Triflate Anion Ionic Liquids and Their Properties
    Ignat'ev, Nikolai V.
    Barthen, Peter
    Kucheryna, Andryi
    Willner, Helge
    Sartori, Peter
    [J]. MOLECULES, 2012, 17 (05) : 5319 - 5338
  • [10] OHME R, 1968, LIEBIGS ANN CHEM, V716, P207
12