Synthesis of some novel fluorinated pyrazolo[3,4-b]pyridines

被引:26
|
作者
Singh, SP
Naithani, R [1 ]
Aggarwal, R
Prakash, O
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
[2] Kurukshetra Univ, Dept Chem, Kurukshetra 132119, Haryana, India
关键词
alpha-cyanoacetophones; fluorinated-beta-diketones; pyrazolo[3,4-b]pyrimidines;
D O I
10.1081/SCC-200039427
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 5-amino-3-substituted pyrazoles (1a-c) and 5-amino-1,3-disubstituted pyrazoles (1d-i) with fluorinated-beta-diketones (2) results in the formation of the single isomer of pyrazolo[3,4-b]pyridines (4a-h). A one-pot procedure for the synthesis of title compounds starting from alpha-cyanoacetophenones along with a possible mechanistic pathway for the formation of the title compounds is described.
引用
收藏
页码:4359 / 4367
页数:9
相关论文
共 50 条
  • [1] A novel and facile synthesis of pyrazolo [3,4-b]pyridines
    Zhao, WG
    Li, ZM
    Yuan, DK
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2002, (09) : 454 - 455
  • [2] Synthesis of pyrazolo[3,4-b]pyridines
    Lloyd, AW
    [J]. DRUG DISCOVERY TODAY, 1996, 1 (09) : 400 - 400
  • [3] FACILE SYNTHESIS OF PYRAZOLO[3,4-B]PYRIDINES
    BABAQI, A
    ELSHEKEIL, A
    HASSAN, M
    SHIBA, S
    [J]. HETEROCYCLES, 1988, 27 (09) : 2119 - 2124
  • [4] Advances in the Synthesis of Pyrazolo[3,4-b]Pyridines
    Dodiya, Dipti K.
    Trivedi, Amit R.
    Kataria, Vipul B.
    Shah, Viresh H.
    [J]. CURRENT ORGANIC CHEMISTRY, 2012, 16 (03) : 400 - 417
  • [5] Synthesis of substituted pyrazolo[3,4-b]pyridines
    Khalil, MA
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2002, 49 (06) : 1069 - 1072
  • [6] A facile synthesis of pyrazolo [3,4-b]pyridines
    Ahluwalia, VK
    Goyal, B
    [J]. SYNTHETIC COMMUNICATIONS, 1996, 26 (07) : 1341 - 1348
  • [7] PYRAZOLO[3,4-B]PYRIDINES
    DORN, H
    ZUBEK, A
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1967, 6 (11) : 958 - &
  • [8] A facile synthesis of substituted pyridines and pyrazolo[3,4-b]pyridines
    Kidwai, M
    Thakur, R
    Saxena, S
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 42 (06) : 1181 - 1183
  • [9] Synthesis of Novel Pyrazolo[3,4-b]pyridines with Affinity for β-Amyloid Plaques
    Vidali, Veroniki P.
    Nigianni, Georgia
    Athanassopoulou, Georgia D.
    Canko, Aleksander
    Mavroidi, Barbara
    Matiadis, Dimitris
    Pelecanou, Maria
    Sagnou, Marina
    [J]. MOLBANK, 2022, 2022 (01)
  • [10] A simple synthesis of 1Н-pyrazolo[3,4-b]pyridines
    Ekaterina E. Sizova
    Evgenii V. Arshinov
    Yana A. Kotsareva
    Larisa V. Glizdinskaya
    Galina P. Sagitullina
    [J]. Chemistry of Heterocyclic Compounds, 2017, 53 : 1026 - 1032