gem-dibromomethylarenes:: A convenient substitute for noncommercial aldehydes in the Knoevenagel-Doebner reaction for the synthesis of α,β-unsaturated carboxylic acids

被引:59
作者
Augustine, John Kallikat
Naik, Yanjerappa Arthoba
Mandal, Ashis Baran
Chowdappa, Nagaraja
Praveen, Vinuthan B.
机构
[1] Syngene Int Ltd, Bangalore 560100, Karnataka, India
[2] Kuvempu Univ, Dept Chem, Shimoga 577451, India
关键词
D O I
10.1021/jo701888m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[Graphics] A facile synthesis of alpha,beta-unsaturated carboxylic acids from gem-dibromomethylarenes is described. gem-Dibromomethylarenes are employed for the first time in the Knoevenagel-Doebner reaction as aldehyde equivalents for the efficient synthesis of alpha,beta-unsaturated carboxylic acids.
引用
收藏
页码:9854 / 9856
页数:3
相关论文
共 18 条
  • [1] ARUN KS, 2007, TETRAHEDRON, V63, P960
  • [2] CALLOW R. K., 1960, BEE WORLD, V41, P152
  • [3] NOVEL CAFFEIC ACID-DERIVATIVES - EXTREMELY POTENT INHIBITORS OF 12-LIPOXYGENASE
    CHO, H
    UEDA, M
    TAMAOKA, M
    HAMAGUCHI, M
    AISAKA, K
    KISO, Y
    INOUE, T
    OGINO, R
    TATSUOKA, T
    ISHIHARA, T
    NOGUCHI, T
    MORITA, I
    MUROTA, S
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (04) : 1503 - 1505
  • [4] COLEMAN GH, 1943, ORG SYNTH, V2, P89
  • [5] An approach to the identification of potent inhibitors of influenza virus fusion using parallel synthesis methodology
    Deshpande, MS
    Wei, JM
    Luo, GX
    Cianci, C
    Danetz, S
    Torri, A
    Tiley, L
    Krystal, M
    Yu, KL
    Huang, S
    Gao, Q
    Meanwell, NA
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (17) : 2393 - 2396
  • [6] DOEBNER O, 1900, BER, V33, P2104
  • [7] SUBSTITUENT EFFECTS ON BROMODECARBOXYLATION REACTIONS
    KINGSBURY, CA
    MAX, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (16) : 3131 - 3139
  • [8] Knoevenagel E., 1898, J. Am. Chem. Soc, V31, P2596, DOI [10.1002/cber.18980310308, DOI 10.1002/CBER.18980310308]
  • [9] KNOEVENAGEL E, 1898, BER, V31, P2619
  • [10] ZUR UMSETZUNG GEMINALER DIHALOGEN-VERBINDUNGEN MIT PYRIDINBASEN
    KROHNKE, F
    LEISTER, H
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1958, 91 (06): : 1295 - 1300