Ionic liquids as recyclable solvents for diethylaminosulfur trifluoride (DAST) mediated fluorination of alcohols and carbonyl compounds

被引:27
|
作者
Das, Saibal
Chandrasekhar, Srivari [1 ]
Yadav, Jhillu Singh
Grée, René
机构
[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India
[2] Univ Rennes 1, CNRS UMR 6510, Lab SESO, F-35042 Rennes, France
关键词
D O I
10.1016/j.tetlet.2007.05.107
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first simple and efficient method for the synthesis of mono and gem-difluorinated molecules using [C8mim][PF6] ionic liquid as a recyclable solvent medium with diethyl amino sulfur trifluoride (DAST) as the fluorinating reagent, is reported. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5305 / 5307
页数:3
相关论文
共 50 条
  • [1] Theoretical study of fluorination reaction by diethylaminosulfur trifluoride (DAST)
    Baptista, L
    Bauerfeldt, GF
    Arbilla, G
    Silva, EC
    [J]. JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2006, 761 (1-3): : 73 - 81
  • [2] Fluorination of 2-oxo-ethane derivatives with diethylaminosulfur trifluoride (DAST)
    Hagele, G
    Haas, A
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 1996, 76 (01) : 15 - 19
  • [3] (Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds
    Smeyne, Dylan
    Boyles, Steven
    Belloso, Ricardo
    Verboom, Katherine
    White, Bryce
    Shaikh, Abid
    [J]. SYNTHETIC COMMUNICATIONS, 2024, 54 (18) : 1620 - 1628
  • [4] The use of diethylaminosulfur trifluoride (DAST) for fluorination in a continuous-flow microreactor
    Baumann, Marcus
    Baxendale, Ian R.
    Ley, Steven V.
    [J]. SYNLETT, 2008, (14) : 2111 - 2114
  • [5] Diethylaminosulfur Trifluoride (DAST) Mediated Transformations Leading to Valuable Building Blocks and Bioactive Compounds
    Kazmierczak, Marcin
    Bilska-Markowska, Monika
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (41) : 5585 - 5604
  • [6] A FACILE REGIOSELECTIVE AROMATIC FLUORINATION OF N-ARYL-N-HYDROXYAMIDES WITH DIETHYLAMINOSULFUR TRIFLUORIDE (DAST)
    KIKUGAWA, Y
    MATSUMOTO, K
    MITSUI, K
    SAKAMOTO, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (12) : 921 - 922
  • [7] FLUORINATION OF METHYL 6-DEOXY-1-THIOHEXOPYRANOSIDES WITH DIETHYLAMINOSULFUR TRIFLUORIDE (DAST), AND THE FORMATION OF UNEXPECTED PRODUCTS
    ANDO, T
    ISHIDA, H
    KISO, M
    HASEGAWA, A
    [J]. CARBOHYDRATE RESEARCH, 1993, 249 (01) : 275 - 280
  • [8] Metal mediated allylation of carbonyl compounds in ionic liquids
    Law, MC
    Wong, KY
    Chan, TH
    [J]. GREEN CHEMISTRY, 2002, 4 (02) : 161 - 164
  • [9] Diethylaminosulfur Trifluoride (DAST)-Mediated Intramolecular Benzannulation of o-Allylchalcones: Synthesis of 3-Fluorotetralins
    Chang, Meng-Yang
    Chen, Han-Yu
    Tsai, Yu-Lin
    [J]. SYNTHESIS-STUTTGART, 2019, 51 (12): : 2553 - 2563
  • [10] Oxidation of benzylic alcohols to carbonyl compounds with potassium permanganate in ionic liquids
    Kumar, A
    Jain, N
    Chauhan, SMS
    [J]. SYNTHETIC COMMUNICATIONS, 2004, 34 (15) : 2835 - 2842