N-(2-Aminobenzoyl)benzotriazole Mediated Synthesis of 3-Acyl-2-alkyl(aryl)-4-hydroxyquinolines and 3-Acylamino-4(3H) quinazolinones

被引:1
作者
Senol, Ilbilge Merve [1 ]
Satioglu, Sevtem Gokbulut [1 ]
Celik, Ilhami [1 ]
机构
[1] Eskisehir Tech Univ, Fac Sci, Dept Chem, Eskisehir, Turkiye
关键词
Covid-19; N-(2-Aminobenzoyl)benzotriazoles; benzotriazole; quinoline; quinazolinone; ONE-POT SYNTHESIS; DERIVATIVES; QUINOLINES; INHIBITORS; DESIGN;
D O I
10.55730/1300-0527.3642
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New methods have been developed for the synthesis of the substituted quinolines and quinazolinones derivatives by utilizing N-(2-aminobenzoyl)benzotriazoles under mild reaction conditions. 3-Acyl-2-alkyl(aryl)-4-hydroxyquinolines were obtained in modarete yields by the reaction of N-(2-aminobenzoyl)benzotriazoles and diketones in the presence of tert-BuOK. 3-Acylamino-4(3H) quinazolinones were obtained in good yields via N-(2-aminobenzoyl)benzotriazoles, orthoester and hyrazides in one -pot.
引用
收藏
页码:97 / 107
页数:56
相关论文
共 40 条
  • [1] Characterization and Density Functional Theory Investigations of 3-Monoacylaminoquinazolinone Derivatives
    Al-Sehemi, Abdullah G.
    Al-Amri, Reem S. Abdulaziz
    Irfan, Ahmad
    [J]. ACTA PHYSICO-CHIMICA SINICA, 2013, 29 (01) : 55 - 63
  • [2] Design, Palladium-Catalyzed Synthesis, and Biological Investigation of 2-Substituted 3-Aroylquinolin-4(1H)-ones as Inhibitors of the Hedgehog Signaling Pathway
    Alfonsi, Romina
    Botta, Bruno
    Cacchi, Sandro
    Di Marcotullio, Lucia
    Fabrizi, Giancarlo
    Faedda, Roberta
    Goggiamani, Antonella
    Iazzetti, Antonia
    Mori, Mattia
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (04) : 1469 - 1477
  • [3] In-silico strategies for probing chloroquine based inhibitors against SARS-CoV-2
    Beura, Satyajit
    Chetti, Prabhakar
    [J]. JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2021, 39 (10) : 3747 - 3759
  • [4] Synthesis of 4-hydroxyquinoline-2,3-dicarboxylates using N-(2-aminobenzoyl)benzotriazoles
    Celik, Ilhami
    Yildiz, Fatos
    [J]. TETRAHEDRON, 2017, 73 (27-28) : 3878 - 3882
  • [5] Recent advances in the synthetic and medicinal perspective of quinolones: A review
    Dhiman, Prashant
    Arora, Nidhi
    Thanikachalam, Punniyakoti Veeraveedu
    Monga, Vikramdeep
    [J]. BIOORGANIC CHEMISTRY, 2019, 92
  • [6] Novel bifunctional quinolonyl diketo acid derivatives as HIV-1 integrase inhibitors: Design, synthesis, biological activities, and mechanism of action
    Di Santo, R
    Costi, R
    Roux, A
    Artico, M
    Lavecchia, A
    Marinelli, L
    Novellino, E
    Palmisano, L
    Andreotti, M
    Amici, R
    Galluzzo, CM
    Nencioni, L
    Palamara, AT
    Pommier, Y
    Marchand, C
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (06) : 1939 - 1945
  • [7] One-Pot Synthesis of Some Dynamic 2-Substituted Benzoxazinones and Their Corresponding Qinazolinones of Anticipated Biological Activity
    El-Hashash, Maher A.
    Azab, Mohamed E.
    Morsy, Jehan M.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (01) : 95 - 101
  • [8] Synthesis and evaluation of new 4(3H)-Quinazolinone derivatives as potential anticancer agents
    Gatadi, Srikanth
    Pulivendala, Gauthami
    Gour, Jitendra
    Malasala, Satyaveni
    Bujji, Sushmitha
    Parupalli, Ramulu
    Shaikh, Mujahid
    Godugu, Chandraiah
    Nanduri, Srinivas
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2020, 1200
  • [9] New Anti SARS-Cov-2 Targets for Quinoline Derivatives Chloroquine and Hydroxychloroquine
    Gentile, Davide
    Fuochi, Virginia
    Rescifina, Antonio
    Furneri, Pio Maria
    [J]. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2020, 21 (16) : 1 - 16
  • [10] NOVEL HETEROCYCLIC DERTVATIVES OF 2-QUINOLINONE ASSOCIATED WITH ANTIBACTERIAL AND ANTITUMOR POTENCIES
    Hassanin, Hany M.
    El-edfawy, Somaya M.
    [J]. HETEROCYCLES, 2012, 85 (10) : 2421 - +