Development of a new cascade reaction for convergent synthesis of pyrazolo[1,5-a]quinoline derivatives under transition-metal-free conditions

被引:17
|
作者
Kato, Jun-ya [1 ]
Aoyama, Hiroshi [1 ]
Yokomatsu, Tsutomu [1 ]
机构
[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Hachioji, Tokyo 1920392, Japan
关键词
CYCLOADDITION; RECEPTOR;
D O I
10.1039/c2ob27050a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel method for the synthesis of pyrazolo[1,5-a]quinolines under the transition-metal-free conditions has been developed. This method involves a novel combination of aromatic nucleophilic substitution and Knoevenagel condensation reactions to give pyrazolo[1,5-a]quinolines.
引用
收藏
页码:1171 / 1178
页数:8
相关论文
共 50 条
  • [1] The synthesis of new pyrazolo[1,5-a]pyrimidine derivatives
    Marjani, Ahmad Poursattar
    Khalafy, Jabbar
    Salami, Fatemeh
    Ezzati, Mahnaz
    [J]. ARKIVOC, 2015, : 277 - 286
  • [2] SYNTHESIS AND PROPERTIES OF PYRAZOLO[1,5-A]QUINOLINE DERIVATIVES, NEW ANALOGIES OF 6-FLUOROQUINOLONES
    AZEV, YA
    SHORSHNEV, SV
    KLYUEV, NA
    CHARUSHIN, VN
    CHUPAKHIN, ON
    [J]. ZHURNAL ORGANICHESKOI KHIMII, 1995, 31 (03): : 447 - 452
  • [3] Regioselective Synthesis of Phenoxathiin Derivatives under Transition-Metal-Free Conditions
    Hu, Fangdong
    Zhao, Xin
    Li, Yanqiu
    Feng, Lei
    Ma, Chen
    [J]. SYNTHESIS-STUTTGART, 2013, 45 (07): : 966 - 970
  • [4] Synthesis of new sulfapyrimidine and pyrazolo[1,5-a]pyrimidine derivatives
    Ahmed, Ebtsam A. A.
    Elgemeie, Galal H. H.
    Azzam, Rasha A. A.
    [J]. SYNTHETIC COMMUNICATIONS, 2023, 53 (05) : 386 - 401
  • [5] Synthesis of alkoxy-alkyl- tetrazolo[1,5-a] quinoline & tetrazolo[1,5-a] quinoline-4-carbaldehyde derivatives under green conditions
    Chakroborty, Subhendu
    Ramirez-Lopez, Sandra C.
    Unnamatla, M. V. B.
    [J]. MATERIALS TODAY-PROCEEDINGS, 2022, 57 : 2423 - 2427
  • [6] Facile synthesis of 4-quinolone derivatives via one-pot cascade reaction under transition-metal-free conditions
    Huang, Chao
    Guo, Jia-Hui
    Fu, Huang-Mei
    Yuan, Ming-Long
    Yang, Li-Juan
    [J]. TETRAHEDRON LETTERS, 2015, 56 (24) : 3777 - 3781
  • [7] SYNTHESIS OF SUBSTITUTED AZAINDENES - SYNTHESIS OF NEW PYRAZOLO[1,5-A]PYRIMIDINE DERIVATIVES
    ELNAGDI, MH
    ERIAN, AW
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (06) : 1854 - 1856
  • [8] New One-Step Synthesis of Pyrazolo[1,5-a]pyrimidine and Pyrazolo[1,5-a]quinazoline Derivatives via Multicomponent Reactions
    Ghotekar, Bhausaheb K.
    Jachak, Madhukar N.
    Toche, Raghunath B.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (04) : 708 - 713
  • [9] Regioselective synthesis of novel substituted pyrazolo[1,5-a]pyrimidines under solvent-free conditions
    Quiroga, Jairo
    Portilla, Jaime
    Abonia, Rodrigo
    Insuasty, Braulio
    Nogueras, Manuel
    Cobo, Justo
    [J]. TETRAHEDRON LETTERS, 2008, 49 (43) : 6254 - 6256
  • [10] Synthesis of 1,4-benzoxazine derivatives from α-aminocarbonyls under transition-metal-free conditions
    Hao, Liqiang
    Wu, Gaorong
    Wang, Yangyang
    Xu, Xiaobo
    Ji, Yafei
    [J]. NEW JOURNAL OF CHEMISTRY, 2023, 47 (20) : 9527 - 9531