Facile synthesis of 2H-indazole derivatives starting from the Baylis-Hillman adducts of 2-cyclohexen-1-one

被引：79
作者：
Lee, KY
Gowrisankar, S
Kim, JN [1 ]
机构：
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
[2] Chonnam Natl Univ, Inst Basic Sci, Kwangju 500757, South Korea
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 32期
关键词：
2H-indazoles; Baylis-Hillman adducts; DDQ; pyrazoles; carbazoles;
D O I：
10.1016/j.tetlet.2005.05.149
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Facile synthetic method of 2H-indazole derivatives was developed involving DDQ oxidation of pyrazoles, which were prepared starting from the Baylis-Hillman adducts of 2-cyclohexen-1-one. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5387 / 5391
页数：5
相关论文
共 35 条
  • [1] Rate acceleration of the Baylis-Hillman reaction in polar solvents (water and formamide). Dominant role of hydrogen bonding, not hydrophobic effects, is implicated
    Aggarwal, VK
    Dean, DK
    Mereu, A
    Williams, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (02) : 510 - 514
  • [2] REACTION OF AZOARENES WITH TRIBUTYLTIN HYDRIDE
    ALBERTI, A
    BEDOGNI, N
    BENAGLIA, M
    LEARDINI, R
    NANNI, D
    PEDULLI, GF
    TUNDO, A
    ZANARDI, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) : 607 - 613
  • [3] Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles
    Antilla, JC
    Baskin, JM
    Barder, TE
    Buchwald, SL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) : 5578 - 5587
  • [4] Design, synthesis, DNA binding, and biological evaluation of water-soluble hybrid molecules containing two pyrazole analogues of the alkylating cyclopropylpyrroloindole (CPI) subunit of the antitumor agent CC-1065 and polypyrrole minor groove binders
    Baraldi, PG
    Balboni, G
    Pavani, MG
    Spalluto, G
    Tabrizi, MA
    De Clercq, E
    Balzarini, J
    Bando, T
    Sugiyama, H
    Romagnoli, R
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (16) : 2536 - 2543
  • [5] Disubstituted indazoles as potent antagonists of the integrin αvβ3
    Batt, DG
    Petraitis, JJ
    Houghton, GC
    Modi, DP
    Cain, GA
    Corjay, MH
    Mousa, SA
    Bouchard, PJ
    Forsythe, MS
    Harlow, PP
    Barbera, FA
    Spitz, SM
    Wexler, RR
    Jadhav, PK
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (01) : 41 - 58
  • [6] Novel inhibitors of DNA gyrase: 3D structure based biased needle screening, hit validation by biophysical methods, and 3D guided optimization. A promising alternative to random screening
    Boehm, HJ
    Boehringer, M
    Bur, D
    Gmuender, H
    Huber, W
    Klaus, W
    Kostrewa, D
    Kuehne, H
    Luebbers, T
    Meunier-Keller, N
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (14) : 2664 - 2674
  • [7] Efficient and regioselective synthesis of 2-alkyl-2H-indazoles
    Cheung, M
    Boloor, A
    Stafford, JA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10) : 4093 - 4095
  • [8] A METHOD FOR THE OFF-RING FUNCTIONALIZATION OF CARBON-SUBSTITUTED FURANS - SYNTHESIS OF KAHWEOL FROM CAFESTOL
    COREY, EJ
    XIANG, YB
    [J]. TETRAHEDRON LETTERS, 1987, 28 (45) : 5403 - 5406
  • [9] Intermolecular interactions between peptidic and nonpeptidic agonists and the third extracellular loop of the cholecystokinin 1 receptor
    Giragossian, C
    Sugg, EE
    Szewczyk, JR
    Mierke, DF
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (16) : 3476 - 3482
  • [10] Studies on synthetic approaches to 1H- and 2H-indazolyl derivatives
    Isin, EM
    de Jonge, M
    Castagnoli, N
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12) : 4220 - 4226
1234