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
来源：
SYNTHETIC COMMUNICATIONS | 2012年 / 42卷 / 13期
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
  • [1] Four-Component Synthesis of pyrano[2,3-c]pyrazoles Catalyzed by Triphenylphosphine in Aqueous Medium
    Khodja, Imene Amine
    Fisli, Amina
    Lebhour, Oumeima
    Boulcina, Raouf
    Boumoud, Boudjemaa
    Debache, Abdelmadjid
    LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (02) : 85 - 91
  • [2] Isocyanide-Based Four-Component Synthesis of Benzo[a]pyrano[2,3-c]phenazines
    Amanpour, Tayebeh
    Mirzaei, Peiman
    Bazgir, Ayoob
    SYNTHESIS-STUTTGART, 2012, 44 (02): : 235 - 240
  • [3] One pot four-component reaction for the efficient synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate derivatives
    Pal, Suman
    Khan, Md. Nasim
    Karamthulla, Shaik
    Abbas, Sk Jahir
    Choudhury, Lokman H.
    TETRAHEDRON LETTERS, 2013, 54 (40) : 5434 - 5440
  • [4] Convenient synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] and spiro[acenaphthy1-3,4′-pyrano[2,3-c]pyrazoles] via four-component reaction
    Wang, Chao
    Jiang, Yan-Hong
    Yan, Chao-Guo
    CHINESE CHEMICAL LETTERS, 2015, 26 (07) : 889 - 893
  • [5] Study of the Catalytic Effect of Sodium Citrate on the Four-Component Synthesis of Pyrano[2,3-c] pyrazole Derivatives: An Eco-Friendly Method
    Laroum, Rima
    Boureghda, Chaima
    Benhadid, Amina
    Boulcina, Raouf
    Debache, Abdelmadjid
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 27 (03) : 295 - 301
  • [6] Choline chloride/urea as a green and efficient deep eutectic solvent in three-component and four-component synthesis of novel pyrazole and pyrano[2,3-c] pyrazole derivatives with antibacterial and antifungal activity
    Naser, Israa Habeeb
    Alamir, Hassan Thoulfikar A.
    Al-Shukarji, Ali Hisham
    Ahmed, Batool Ali
    Qassem, Talal Aziz
    Kamal, Maher
    Almeleebia, Tahani M.
    Alwaily, Enas R.
    Kadhum, Eftikhaar Hasan
    Alawadi, Ahmed
    Alsalamy, Ali
    FRONTIERS IN CHEMISTRY, 2024, 12
  • [7] Bovine serum albumin: An efficient and green biocatalyst for the one-pot four-component synthesis of pyrano [2,3-c]pyrazoles
    Huang, Xingtian
    Li, Zhipeng
    Wang, Ongyang
    Li, Yiqun
    CHINESE JOURNAL OF CATALYSIS, 2016, 37 (09) : 1461 - 1468
  • [8] New Access to Pyrano[2,3-c]pyrazole-3-carboxylates via Domino Four-Component Reaction and Their Antimicrobial Activity
    Maarop, Muhammad Siddiq
    Rashid, Fatin Nur Ain Abdul
    Mohammat, Mohd Fazli
    Shaameri, Zurina
    Johari, Saiful Azmi
    Isa, Mazurah Mohamed
    Low, Anis Low Muhammad
    INDONESIAN JOURNAL OF CHEMISTRY, 2020, 20 (01) : 60 - 71
  • [9] Pyrrolidine-Catalyzed Four-Component One-Pot Synthesis of Dihydropyrano[2,3-C]Pyrazole Derivatives
    Wang Liju
    Ablajan, Keyume
    CURRENT ORGANIC SYNTHESIS, 2014, 11 (02) : 310 - 316
  • [10] Synthesis of novel fluorescent benzo[a]pyrano[2,3-c]phenazine and benzo[a]chromeno[2,3-c]phenazine derivatives via facile four-component domino protocol
    Saluja, Pooja
    Chaudhary, Ankita
    Khurana, Jitender M.
    TETRAHEDRON LETTERS, 2014, 55 (23) : 3431 - 3435
12345