SYNTHESIS OF SOME NOVEL FUSED TETRACYCLIC QUINOLONECARBOXYLIC ACIDS VIA 7-METHYL-6,7,8,9-TETRAHYDRO-3H-IMIDAZO[4,5-F]QUINOLINE AND 6-METHYL-5,6,7,8-TETRAHYDRO-1H-IMIDAZO[4,5-G]QUINOLINE

被引:2
|
作者
LEGOFF, C
BOUYSSOU, P
CHENAULT, J
机构
[1] Laboratoire de Chimie Bioorganique et Analytique, associé au C.N.R. S, U.R.A. 499, Université d'Orléans, Orléans, F-45067
关键词
D O I
10.1002/jhet.5570310126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of fused tetracyclic quinolonecarboxylic acids was prepared for biological evaluation. These compounds were synthesized by a route involving a regiospecific functionalization of 5-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline to obtain a series of new substituted 7-methyl-6,7,8,9-tetrahydro-3H-imidazo[4,5-f]quinolines and 6-methyl-5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinolines as convenient precursors of quinolones.
引用
收藏
页码:153 / 160
页数:8
相关论文
共 50 条
  • [1] Solid phase synthesis of 5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinoxalin-6-ones
    Mazurov, A
    TETRAHEDRON LETTERS, 2000, 41 (01) : 7 - 10
  • [2] METHOD OF SYNTHESIS OF 5,6,7,8-TETRAHYDRO-8-OXO-1,3-DIOXOLO[4,5-G]QUINOLINE
    MIKHAILI.FS
    BEKHLI, AF
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1972, (08): : 1147 - &
  • [3] SYNTHESIS OF NOVEL 3-METHYL-6, 7-DIARYL-5,6,7,8-TETRAHYDRO-4H-ISOXAZOLO[4,5-d][1,3] DIAZEPINES
    Rajanarendar, E.
    Thirupathaiah, K.
    Ramakrishna, S.
    HETEROCYCLIC LETTERS, 2012, 2 (03): : 301 - 310
  • [4] Synthesis and cytotoxicity of 2-methyl-1-substituted-imidazo [4,5-g]quinoline-4,9-dione and 7,8-dihydro-10H-[1,4]oxazino[3′,4′:2,3]imidazo[4,5-g]quinoline-5,12-dione derivatives
    Suh, ME
    Kang, MJ
    Yoo, HW
    Park, SY
    Lee, CO
    BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (08) : 2079 - 2083
  • [5] SYNTHESIS OF 6,7,8,9-TETRAHYDRO-5H-IMIDAZO[1,5-A][1,4] DIAZEPINES
    YAMAUCHI, M
    MASUI, M
    CHEMISTRY & INDUSTRY, 1976, (01) : 31 - 32
  • [6] GENOTOXICITY AND CARCINOGENICITY IN RATS AND MICE OF 2-AMINO-3,6-DIHYDRO-3-METHYL-7H-IMIDAZOLO[4,5-F]QUINOLIN-7-ONE - AN INTESTINAL BACTERIAL METABOLITE OF 2-AMINO-3-METHYL-3H-IMIDAZO[4,5-F]QUINOLINE
    WEISBURGER, JH
    RIVENSON, A
    REINHARDT, J
    ALIAGA, C
    BRALEY, J
    DOLAN, LM
    WILLIAMS, GM
    ZANG, E
    KINGSTON, DGI
    BASHIR, M
    SHU, YZ
    WILKINS, TD
    VANTASSELL, RL
    JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1994, 86 (01) : 25 - 30
  • [7] PRACTICAL SYNTHESIS OF 5,6,7,8-TETRAHYDRO-4-METHOXY-6-METHYL-1,3-DIOXOLO[4,5-G]ISOQUINOLIN-5-OL (COTARNINE)
    SHIRASAKA, T
    TAKUMA, Y
    SHIMPUKU, T
    IMAKI, N
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (12): : 3767 - 3771
  • [8] A POTENT MUTAGEN IN BROILED FISH .1. 2-AMINO-3-METHYL-3H-IMIDAZO[4,5-F]QUINOLINE
    KASAI, H
    YAMAIZUMI, Z
    NISHIMURA, S
    WAKABAYASHI, K
    NAGAO, M
    SUGIMURA, T
    SPINGARN, NE
    WEISBURGER, JH
    YOKOYAMA, S
    MIYAZAWA, T
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (08): : 2290 - 2293
  • [9] Synthesis and some transformations of 2-(2-thienyl)-1(3)H-imidazo[4,5-f] quinoline
    Aleksandrov, A. A.
    El'chaninov, M. M.
    Dedeneva, A. S.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2012, 82 (07) : 1263 - 1266
  • [10] Synthesis and some transformations of 2-(2-thienyl)-1(3)H-imidazo[4,5-f] quinoline
    A. A. Aleksandrov
    M. M. El’chaninov
    A. S. Dedeneva
    Russian Journal of General Chemistry, 2012, 82 : 1263 - 1266