Gas-Phase Synthesis of Pyrazolo[3,4-b]pyridin-4-ones

被引：7
|
作者：
Mackay, Martha [1 ]
Nortcliffe, Andrew [1 ]
McNab, Hamish [1 ]
Hulme, Alison N. [1 ]
机构：
[1] Univ Edinburgh, EastCHEM Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 02期
关键词：
gas-phase reactions; pericyclic reactions; heterocycles; Meldrum's acid; medicinal chemistry; BIOLOGICAL EVALUATION; INHIBITORS; POTENT; PYROLYSIS; ACID;
D O I：
10.1055/s-0034-1378666
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Flash vacuum pyrolysis (FVP) at 500-600 degrees C of 1-substituted pyrazolylaminomethylene derivatives of Meldrum's acid provides 1-substituted pyrazolo[3,4-b]pyridin-4-ones in high yields. If the 1-substituent is a tert-butyl group, FVP at 750-850 degrees C causes elimination of 2-methyl-1-propene to give the parent pyrazolo[3,4-b]pyridin-4-one.
引用
收藏
页码：242 / 248
页数：7
相关论文
共 50 条
  • [1] Synthesis of glycosides of 1H-Pyrazolo[3,4-b]pyridin-3(2H)-ones
    Supe, Linda
    Hein, Martin
    Iaroshenko, Viktor O.
    Villinger, Alexander
    Langer, Peter
    TETRAHEDRON, 2020, 76 (44)
  • [2] Convenient synthesis of pyrazolo[3,4-b]pyridin-3-ones and pyrazolo[3,4-b]pyridine-5-carbaldehyde using vinamidinium salts
    Samar, Chtiba
    Faycel, Jemmezi
    Jameleddine, Khiari
    TETRAHEDRON LETTERS, 2011, 52 (28) : 3648 - 3650
  • [3] Selective Synthesis of New Tetracyclic Coumarin-fused Pyrazolo[3,4-b]pyridines and Pyrazolo[3,4-b]pyridin-6(7H)-ones
    Liu, Meilin
    Yin, Guodong
    Zhu, Can
    Yao, Chaochao
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (05) : 1617 - 1625
  • [4] Advances in the Synthesis of Pyrazolo[3,4-b]Pyridines
    Dodiya, Dipti K.
    Trivedi, Amit R.
    Kataria, Vipul B.
    Shah, Viresh H.
    CURRENT ORGANIC CHEMISTRY, 2012, 16 (03) : 400 - 417
  • [5] Exploring the QSAR of Pyrazolo[3,4-b]Pyridine, Pyrazolo[3,4-b]Pyridone and Pyrazolo[3,4-b]Pyrimidine Derivatives as Antagonists for A1 Adenosine Receptor
    Cichero, Elena
    Casolino, Chiara
    Menozzi, Giulia
    Mosti, Luisa
    Fossa, Paola
    QSAR & COMBINATORIAL SCIENCE, 2009, 28 (04): : 426 - 435
  • [6] Improved and Efficient Synthesis of Chromeno[4,3-d]pyrazolo [3,4-b]pyridin-6(3H)-ones and Their Fluorescence Properties
    Liu, Xue-Cheng
    Lin, Wei
    Wang, Hui-Yan
    Huang, Zhi-Bin
    Shi, Da-Qing
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (04) : 1036 - 1044
  • [7] Synthesis, Characterization, and Antimicrobial Evaluation of Novel Thiohydrazonates and Pyrazolo[3,4-b]pyridines
    Mekky, Ahmed E. M.
    Sanad, Sherif M. H.
    POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (05) : 936 - 949
  • [8] Synthesis of Polysubstituted Pyrazolo[3,4-b]pyridine-3-Carbohydrazide and Pyrazolo[3,4-d]pyridazine Derivatives
    Bhavsar, Dinesh C.
    Nikam, Prashant S.
    Gangurde, Sachin A.
    Toche, Raghunath B.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (03) : 635 - 641
  • [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
    MOLBANK, 2022, 2022 (01)
  • [10] Regiocontrolled synthesis of 3- and 5-aminopyrazoles, pyrazolo[3,4-d]pyrimidines, pyrazolo[3,4-b]pyridines and pyrazolo[3,4-b]quinolinones as MAPK inhibitors
    Bagley, Mark C.
    Baashen, Mohammed
    Paddock, Victoria L.
    Kipling, David
    Davis, Terence
    TETRAHEDRON, 2013, 69 (39) : 8429 - 8438
12345