Synthesis of fully substituted pyrazolo[3,4-b]pyridine-5-carboxamide derivatives via a one-pot four-component reaction

被引：52
|
作者：
Shaabani, Ahmad [1 ]
Seyyedhamzeh, Mozhdeh [1 ]
Maleki, Ali [1 ]
Behnam, Maryam [1 ]
Rezazadeh, Fahimeh [1 ]
机构：
[1] Shahid Beheshti Univ, Dept Chem, Tehran, Iran
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 24期
关键词：
Pyrazolo[3,4-b]pyridine-5-carboxamide; Multicomponent reaction; One-pot; 1,3-Diphenyl-1H-pyrazol-5-amine; Diketene; MICROWAVE IRRADIATION; INHIBITORS; ALPHA;
D O I：
10.1016/j.tetlet.2009.03.200
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-pot four-component reaction of an aliphatic or aromatic amine, diketene, an aromatic aldehyde and 1,3-diphenyl-1H-pyrazol-5-amine in the presence of p-toluenesulfonic acid as a catalyst has been developed. In this reaction, a new class of fully substituted pyrazolo[3,4-b]pyridine-5-carboxamide derivatives is produced under mild reaction conditions and in good yields at ambient temperature. (C) 2009 Published by Elsevier Ltd.
引用
收藏
页码：2911 / 2913
页数：3
相关论文
共 50 条
  • [21] New one-pot synthesis of pyrazolo[3,4-c]pyridazine and isoxazolo[5,4-b]pyridine derivatives from potassium cyanoacetahydroxamate
    El-Rady, Eman A.
    Barsy, Magda A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (04) : 1233 - 1236
  • [22] One-pot Three-component Synthesis of Spiro[pyrazolo[3,4-b]pyridine-4,3′-indoline] Derivatives Catalyzed by Melamine Trisulfonic Acid
    Yang, Li-Min
    Sun, Peng-Li
    Wu, Li-Qiang
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2012, 59 (12) : 1500 - 1503
  • [23] Three-component one-pot synthesis of pyrazolo[3,4-b]quinolin-5(6H)-one derivatives in aqueous media
    Wang, Hui-Yan
    Shi, Da-Qing
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (01) : 212 - 216
  • [24] One-Pot, Sequential Four-Component Synthesis of Thiazepine Derivatives
    Alizadeh, Abdolali
    Feizabadi, Masoomeh
    Bayat, Fahimeh
    Zhu, Long-Guan
    SYNLETT, 2014, 25 (09) : 1267 - 1270
  • [25] A one-pot synthesis of pyrazolo [3,4-b][1,4]oxazines
    Raslan, MA
    Abd El-Latif, FM
    Otto, HH
    Sadek, KU
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2000, 32 (03) : 276 - 279
  • [26] Regioselective synthesis and biological evaluation of novel dispiropyrrolidine derivatives via one-pot four-component reaction
    Hegde, Subramanya Gopal
    Koodlur, Lokesh
    Narayanarao, Manjunatha
    SYNTHETIC COMMUNICATIONS, 2019, 49 (24) : 3453 - 3464
  • [27] An Efficient One-Pot Synthesis of Pyrazolo[3,4-b]pyridinone Derivatives Catalyzed by L-Proline
    Shi, Chun-Ling
    Chen, Hui
    Shi, Da-Qing
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (02) : 351 - 354
  • [28] Diastereoselective Synthesis of (±)-Heliotropamide by a One-Pot, Four-Component Reaction
    Younai, Ashkaan
    Chin, Gregory F.
    Shaw, Jared T.
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (23): : 8333 - 8336
  • [29] Diastereoselective synthesis of γ-lactams by a one-pot, four-component reaction
    Wei, Jingqiang
    Shaw, Jared T.
    ORGANIC LETTERS, 2007, 9 (20) : 4077 - 4080
  • [30] Synthesis and antimicrobial activity of pyrazolo [3,4-b] pyridine derivatives
    Patel, HD
    Mistry, BD
    Desai, KR
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 13 (02) : 177 - 178
12345