Efficient and extremely facile one-pot four-component synthesis of mono and bis-N-aryl/alkyl-3-aminodihydropyrrol-2-one-4-carboxylates catalyzed by p-TsOH•H2O

被引：9
|
作者：
Sajadikhah, Seyed Sajad [1 ]
Maghsoodlou, Malek Taher [2 ]
Hazeri, Nourallah [2 ]
机构：
[1] Islamic Azad Univ, Najafabad Branch, Dept Chem, Fac Sci, Najafabad, Esfahan, Iran
[2] Univ Sistan & Baluchestan, Dept Chem, Fac Sci, Zahedan, Iran
来源：
RESEARCH ON CHEMICAL INTERMEDIATES | 2015年 / 41卷 / 04期
关键词：
Dihydropyrrol-2-one; Heterocycle; p-TsOH center dot H2O; Four-component reaction; MULTICOMPONENT SYNTHESIS; DOMINO REACTION; INHIBITORS; ACETYLENEDICARBOXYLATES; 1,5-DIHYDROPYRROL-2-ONES; DIHYDROPYRROLES; DERIVATIVES; ARYLAMINES; ACIDS;
D O I：
10.1007/s11164-013-1364-0
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient and straightforward procedure has been developed for synthesis of mono and bis-N-aryl/alkyl-3-aminodihydropyrrol-2-one-4-carboxylates via one-pot four-component domino reaction of amines, dialkyl acetylenedicarboxylates, and formaldehyde, in the presence of p-TsOH center dot H2O (15 mol%), in MeOH at ambient temperature. The salient advantages of this method are mild reaction conditions, high to excellent yields, shorter reaction times, atom economy, easy operation, and no column chromatographic separation.
引用
收藏
页码：2503 / 2511
页数：9
相关论文
共 50 条
  • [41] One-Pot Copper(I)-Catalyzed Synthesis of 2-Aryl-quinazolin4(3H)-ones via N- benzylation / Csp3-H Oxidation/ CN Hydrolysis/Cyclization
    Dandia, Anshu
    Saini, Pratibha
    Bansal, Sarika
    Parewa, Vijay
    CHEMISTRYSELECT, 2019, 4 (33): : 9871 - 9877
  • [42] Microwave assisted, one-pot four component designing of 1-butyl-4,5-bis(4-chlorophenyl)-2-aryl-1H-imidazoles
    Abdelhamid, Antar A.
    El-Eisawy, Raafat A.
    Alsenani, Nawaf I.
    Alqurashi, Esam A.
    Alsimaree, Abdulrahman A.
    Babiker, Musa E. Mohamed
    Amer, Amer A.
    Alqahtany, Faleh Z.
    Badrey, Mohamed G.
    SYNTHETIC COMMUNICATIONS, 2025, 55 (07) : 536 - 543
  • [43] Base promoted CuFe2O4 catalyzed one-pot synthesis of 3,5-diaryl-1H-pyrazoles
    Bhuyan, Pubanita
    Saikia, Lakhinath
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (03) : 466 - 473
  • [44] Efficient One-Pot Three-Component Synthesis of 3,4,5-Substituted Furan-2(5H)-ones Catalyzed Watermelon Juice
    Adrom, Belghais
    Maghsoodlou, Malek Taher
    Lashkari, Mojtaba
    Hazeri, Nourallah
    Doostmohammadi, Razieh
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2016, 46 (03) : 423 - 427
  • [45] An efficient one-pot multi-component synthesis of 3,4,5-substituted furan-2(5H)-ones catalyzed by tetra-n-butylammonium bisulfate
    Doostmohammadi, Razieh
    Maghsoodlou, Malek Taher
    Hazeri, Nourallah
    Habibi-Khorassani, Sayyed Mostafa
    CHINESE CHEMICAL LETTERS, 2013, 24 (10) : 901 - 903
  • [46] CONVENIENT ONE-POT SYNTHESIS OF 3-ARYL-2H-CHROMENE-4-CARBONITRILES VIA A TANDEM O-ALKYLATION-KNOEVENAGEL CONDENSATION
    Chen, Yanhong
    Xiang, Haoyue
    Xie, Yuyuan
    Yang, Chunhao
    HETEROCYCLES, 2011, 83 (06) : 1355 - 1361
  • [47] An Efficient Route to Imidazo[1,2-a]Pyridines and Pyrido[1,2-a]Pyrimidines via One-Pot Four-Component Reaction Using Fe3O4-GO-SO3H
    Karimiyan, Asiyeh
    Rostamizadeh, Shahnaz
    POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (07) : 1483 - 1494
  • [48] 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
  • [49] An efficient, ionic liquid mediated one-pot, three component sequential synthesis of 3-benzothiazolyl-2-styrylquinazolin-4(3H)-ones
    Kumar, Mahendra
    Sharma, Kailash
    Sharma, Dinesh Kumar
    Arya, Anand Kumar
    TETRAHEDRON LETTERS, 2013, 54 (08) : 878 - 882
  • [50] Ionic-liquid-promoted Four-component One-pot Synthesis of Highly Functionalized Benzimidazo[2,1-b][1,3]thiazines: Facile Construction of N-fused Heterocycles
    Siddiqui, I. R.
    Srivastava, Anjali
    Shamim, Shayna
    Srivastava, Arjita
    Shireen
    Waseem, Malik A.
    Abumhdi, Afaf A. H.
    Rahila
    Srivastava, Anushree
    Rai, Pragati
    Singh, R. K. P.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2 (06) : 519 - 524
12345