TEMPO-catalyzed aerobic oxidation of alcohols to aldehydes and ketones in ionic liquid [bmim][PF6]

被引:275
作者
Ansari, IA [1 ]
Gree, R [1 ]
机构
[1] ENSCR, CNRS UMR 6052, Lab Synth & Activat Biomol, F-35700 Rennes, France
关键词
D O I
10.1021/ol025721c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHIC] A simple and mild TEMPO-CuCl catalyzed aerobic oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones in ionic liquid [bmim][PF6] with no trace of overoxidation to carboxylic acids has been developed. The product can be isolated by a simple extraction with organic solvent, and the ionic liquid can be recycled or reused.
引用
收藏
页码:1507 / 1509
页数:3
相关论文
共 22 条
  • [1] ANELLI PL, 1987, J ORG CHEM, V52, P2559
  • [2] Catalytic synthesis of aldehydes and ketones under mild conditions using TEMPO/Oxone
    Bolm, C
    Magnus, AS
    Hildebrand, JP
    [J]. ORGANIC LETTERS, 2000, 2 (08) : 1173 - 1175
  • [3] Efficient Mn-Cu and Mn-Co-TEMPO-catalysed oxidation of alcohols into aldehydes and ketones by oxygen under mild conditions
    Cecchetto, A
    Fontana, F
    Minisci, F
    Recupero, F
    [J]. TETRAHEDRON LETTERS, 2001, 42 (38) : 6651 - 6653
  • [4] A very mild and chemoselective oxidation of alcohols to carbonyl compounds
    De Luca, L
    Giacomelli, G
    Porcheddu, A
    [J]. ORGANIC LETTERS, 2001, 3 (19) : 3041 - 3043
  • [5] A versatile and highly selective hypervalent iodine (III)/2,2,6,6-tetramethyl-1-piperidinyloxyl-mediated oxidation of alcohols to carbonyl compounds
    DeMico, A
    Margarita, R
    Parlanti, L
    Vescovi, A
    Piancatelli, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) : 6974 - 6977
  • [6] deNooy AEJ, 1996, SYNTHESIS-STUTTGART, P1153
  • [7] STRUCTURE OF 1-ETHYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE - MODEL FOR ROOM-TEMPERATURE MOLTEN-SALTS
    FULLER, J
    CARLIN, RT
    DELONG, HC
    HAWORTH, D
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (03) : 299 - 300
  • [8] Oxidation of aromatic aldehydes in the ionic liquid [bmim]PF6
    Howarth, J
    [J]. TETRAHEDRON LETTERS, 2000, 41 (34) : 6627 - 6629
  • [9] Pd(II)-hydrotalcite-catalyzed oxidation of alcohols to aldehydes and ketones using atmospheric pressure of air
    Kakiuchi, N
    Maeda, Y
    Nishimura, T
    Uemura, S
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (20) : 6620 - 6625
  • [10] Wittig reactions in the ionic solvent [bmim][BF4]
    Le Boulaire, V
    Greé, R
    [J]. CHEMICAL COMMUNICATIONS, 2000, (22) : 2195 - 2196