Three-component one-pot synthesis of pyrazolo[3,4-b]quinolin-5(6H)-one derivatives in aqueous media

被引：23
|
作者：
Wang, Hui-Yan [1 ]
Shi, Da-Qing [1 ]
机构：
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2012年 / 49卷 / 01期
关键词：
DIELS-ALDER REACTIONS; CLEAN SYNTHESIS; MULTICOMPONENT REACTIONS; SPIROOXINDOLE DERIVATIVES; CONDENSATION REACTION; ORGANIC-REACTIONS; MELDRUMS ACID; EFFICIENT; WATER; ALDEHYDES;
D O I：
10.1002/jhet.781
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of 4-aryl-3,7,7-trimethyl-1-phenyl-7,8-dihydro-1H-pyrazolo[3,4-b]quinolin- 5(6H)-ones were synthesized by the three-component reaction of aromatic aldehydes, 3-methyl-1-phenyl-1H-pyrazol-5-amine, and 5,5-dimethyl-1,3-cyclohexandione in the presence of sodium 1-dodecanesulfonate in aqueous medium. Compared to the previous methods, this new protocol has the advantages of convenient operation, higher yields, lower cost, and environmentally benign procedure. J. Heterocyclic Chem., (2012).
引用
收藏
页码：212 / 216
页数：5
相关论文
共 50 条
  • [31] Clean Synthesis of Furo[3,4-e]pyrazolo[3,4-b]pyridine-5-one Derivatives in Aqueous Media
    Shi, Da-Qing
    Yao, Hao
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (06) : 1335 - 1338
  • [32] 4-(4-bromophenyl)-3,7,7-trimethyl-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-one
    Cannon, D
    Quesada, A
    Quiroga, J
    Majía, D
    Insuasty, B
    Abonia, R
    Cobo, J
    Nogueras, M
    Sánchez, A
    Low, JN
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : o151 - o153
  • [33] AN EFFICIENT THREE-COMPONENT ONE-POT SYNTHESIS OF PYRIMIDOBENZIMIDAZOLE DERIVATIVES
    Kumar, Goda Pankaja
    Sekhar, Thuraka
    Thriveni, Pinnu
    Venkateswarlu, Annavarapu
    Reddy, Peduri Suresh
    HETEROCYCLIC LETTERS, 2021, 11 (02): : 231 - 236
  • [34] 4-(4-methoxyphenyl)-3,7,7-trimethyl-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-one
    Cannon, D
    Quesada, A
    Quiroga, J
    Mejía, D
    Insuasty, B
    Abonia, R
    Cobo, J
    Nogueras, M
    Sánchez, A
    Low, JN
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : o154 - o156
  • [35] One-pot synthesis of 5-(furo[3,4-b]chromenyl)-5-hydroxy barbiturates via a three-component cascade reaction
    Teimouri, Mohammad Bagher
    Asnaashari, Bita
    TETRAHEDRON LETTERS, 2014, 55 (14) : 2249 - 2252
  • [36] One-pot three-component synthesis of α-amino phosphonate derivatives
    Heydari, Akbar
    Arefi, Afsaneh
    CATALYSIS COMMUNICATIONS, 2007, 8 (07) : 1023 - 1026
  • [37] One-Pot Three-Component Synthesis of Oxazine Derivatives in Water
    Rostami-Charati, Faramarz
    Hossaini, Zinatossadat
    Gharaee, Ebrahim
    Khalilzadeh, Mohammad A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 : E174 - E177
  • [38] Synthesis of 2,6′-Dioxo-1′,5′,6′,7′-tetrahydrospiro[indoline-3,4′-pyrazolo[3,4-b]pyridine]-5′-carbonitriles via a One-Pot, Three-Component Reaction in Water
    Rahmati, Abbas
    Kenarkoohi, Tahmineh
    Khavasi, Hamid Reza
    ACS COMBINATORIAL SCIENCE, 2012, 14 (12) : 657 - 664
  • [39] Novel one-pot synthesis of pyrazolo[3,4-b][1,4]oxazines
    Raslan, MA
    Abd El Latif, FM
    Otto, HH
    Sadek, KU
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2000, 47 (4B) : 947 - 949
  • [40] One-pot, three-component synthesis of novel coumarinyl-pyrazolo[3,4-b]pyridine-3-carboxylate derivatives using [AcMIm]FeCl4 as recyclable catalyst
    Ambati, Srinivasa Rao
    Patel, Jeevan Lal
    Chandrakar, Komal
    Sarkar, Uttam
    Penta, Santhosh
    Banerjee, Subhash
    Varma, Rajender S.
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1268
12345