AN EFFICIENT FOUR-COMPONENT SYNTHESIS OF MULTISUBSTITUTED PYRANO[2,3-c]PYRAZOLE

被引:11
|
作者
Ablajan, Keyume [1 ]
Maimaiti, Zulipiya [1 ]
机构
[1] Xinjiang Univ, Coll Chem & Chem Engn, Urumqi 830046, Peoples R China
关键词
Aldehyde; malononitrile; methyl methyl-3-oxovalerate; multicomponent reaction; one-pot synthesis; pyrano[2,3-c]pyrazole; ONE-POT SYNTHESIS; CARBONYL-COMPOUNDS; CYANOACETIC ACID; SOLVENT-FREE; DERIVATIVES; APOPTOSIS;
D O I
10.1080/00397911.2010.551169
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of substituted pyrano[2,3-c]pyrazole derivatives were synthesized by a one-pot reaction of methyl 4-methyl-3-oxovalerate, phenylhydrazine, aromatic aldehyde, and malononitrile in ethanol with catalysis by triethylamine. The title compounds were obtained in good to excellent yields. A possible mechanism for this reaction was proposed.
引用
收藏
页码:1959 / 1966
页数:8
相关论文
共 50 条
  • [41] Synthesis of pyrazoles and fused pyrazoles. Novel synthesis of pyrano[2,3-c]pyrazole, thieno[2,3-c]pyrazole and pyrazolo[3,4-b]pyridine derivatives
    Ibrahim, MKA
    Elghandour, AHH
    AbdelSayed, GSM
    Fattah, ASMA
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1997, 74 (03) : 206 - 208
  • [42] Synthesis of Some Pyrano[2,3-c]pyrazoles
    Pavlik, James W.
    Ervithayasuporn, Vuthichai
    Tantayanon, Supawan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (03) : 710 - 714
  • [43] ACTIVATED NITRILE IN HETEROCYCLIC SYNTHESIS - A NOVEL SYNTHESIS OF PYRAZOLO[3,4-B]PYRIDINE, PYRROLO[2,3-C]PYRAZOLE, PYRANO[2,3-C]PYRAZOLE AND PYRROLO[3,4-C]PYRAZOLE
    IBRAHIM, MKA
    ELREEDY, AM
    ELGHARIB, MS
    FARAG, AM
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1987, 64 (06) : 345 - 347
  • [44] Efficient synthesis of novel pyrrolo[2,3-c]pyridone derivatives using the Ugi four-component reaction followed by condensation reaction
    VenkataPrasad, Jalli
    Krishnamurthy, Suvratha
    Moriguchi, Tetsuji
    Tsuge, Akihiko
    NEW JOURNAL OF CHEMISTRY, 2017, 41 (01) : 97 - 107
  • [45] Synthesis of pyrano[2,3-c]pyrazoles: A review
    Sikandar, Sana
    Zahoor, Ameer Fawad
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 58 (03) : 685 - 705
  • [46] Morpholine triflate promoted one-pot, four-component synthesis of dihydropyrano[2,3-c]pyrazoles
    Zhou, Chen-Feng
    Li, Jian-Jun
    Su, Wei-Ke
    CHINESE CHEMICAL LETTERS, 2016, 27 (11) : 1686 - 1690
  • [47] Synthesis of Some Novel 2-{Pyrano[2,3-c]Pyrazoles-4-Ylidene}Malononitrile Fused with Pyrazole, Pyridine, Pyrimidine, Diazepine, Chromone, Pyrano[2,3-c]Pyrazole and Pyrano[2,3-d]Pyrimidine Systems as Anticancer Agents
    Bakhotmah, Dina A.
    Ali, Tarik E.
    Assiri, Mohammed A.
    Yahia, Ibrahim S.
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (05) : 2136 - 2150
  • [48] Morpholine triflate promoted one-pot,four-component synthesis of dihydropyrano[2,3-c]pyrazoles
    Chen-Feng Zhou
    Jian-Jun Li
    Wei-Ke Su
    ChineseChemicalLetters, 2016, 27 (11) : 1686 - 1690
  • [49] One-Pot Four-Component Synthesis of Dihydropyrano[2,3-c]pyrazoles under Ultrasound Irradiations
    Wang, Huiyan
    Zou, Yi
    Tao, Chuanzhou
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (12) : 2161 - 2166
  • [50] Synthesis of fully substituted pyrano[2,3-c]pyrazole derivatives via a multicomponent reaction of isocyanides
    Shaabani, Ahmad
    Sarvary, Afshin
    Rezayan, Ali Hossein
    Keshipour, Sajjad
    TETRAHEDRON, 2009, 65 (17) : 3492 - 3495