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
来源：
TURKISH JOURNAL OF CHEMISTRY | 2024年 / 48卷 / 01期
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
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  • [11] Further modification on phenyl acetic acid based quinolines as liver X receptor modulators
    Hu, Baihua
    Jetter, James
    Kaufman, David
    Singhaus, Robert
    Bernotas, Ronald
    Unwalla, Rayomand
    Quinet, Elaine
    Savio, Dawn
    Halpern, Anita
    Basso, Michael
    Keith, James
    Clerin, Valerie
    Chen, Liang
    Liu, Qiang-Yuan
    Feingold, Irene
    Huselton, Christine
    Azam, Farooq
    Goos-Nilsson, Annika
    Wilhelmsson, Anna
    Nambi, Ponnal
    Wrobel, Jay
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (10) : 3321 - 3333
  • [12] SYNTHESIS OF 4-QUINOLONE DERIVATIVES
    JENSEN, S
    TORSSELL, KBG
    [J]. ACTA CHEMICA SCANDINAVICA, 1995, 49 (01): : 53 - 56
  • [13] Copper-Catalyzed Aza-Michael Addition of 2-Aminobenzoate to β-Substituted α,β-Unsaturated Ketones: One-Pot Synthesis of 3-Carbonyl-2-Substituted Quinolin-4(1H)-ones
    Kang, Seongil
    Park, Subin
    Kim, Kyung-su
    Song, Changsik
    Lee, Yunmi
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (05) : 2694 - 2705
  • [14] A new protocol for the synthesis of primary, secondary and tertiary anthranilamides utilizing N-(2-aminoarylacyl)benzotriazoles
    Kaniskan, Nevin
    Kokten, Sule
    Celik, Ilhami
    [J]. ARKIVOC, 2012, : 198 - 213
  • [15] An Efficient One-Pot Access to Quinazolinone Derivatives Using TiO2 Nanoparticles as Catalyst: Synthesis and Vasorelaxant Activity Evaluation
    Khalafi-Nezhad, Ali
    Haghighi, Saghar Mowlazadeh
    Purkhosrow, Azar
    Panahi, Farhad
    [J]. SYNLETT, 2012, (06) : 920 - 924
  • [16] Functionalised MnVI-nanoparticles: an advanced high-valent magnetic catalyst
    Khamarui, Saikat
    Saima, Yasmin
    Laha, Radha M.
    Ghosh, Subhadeep
    Maiti, Dilip K.
    [J]. SCIENTIFIC REPORTS, 2015, 5
  • [17] Synthetic approaches, functionalization and therapeutic potential of quinazoline and quinazolinone skeletons: The advances continue
    Khan, Imtiaz
    Ibrar, Aliya
    Ahmed, Waqas
    Saeed, Aamer
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 90 : 124 - 169
  • [18] Identification of novel quinazolin-4(3H)-ones as inhibitors of thermolysin, the prototype of the M4 family of proteinases
    Khan, Mahmud Tareq Hassan
    Khan, Rasool
    Wuxiuer, Yimingjiang
    Arfan, Mohammad
    Ahmed, Manzoor
    Sylte, Ingebrigt
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (12) : 4317 - 4327
  • [19] N-(2-Aminobenzoyl)benzotriazole mediated and t-BuOK promoted synthesis of 2-substituted quinolone 3-carboxylates
    Kokten, Sule
    Celik, Ilhami
    [J]. TETRAHEDRON LETTERS, 2015, 56 (45) : 6254 - 6256
  • [20] A Simple, Mild, and Practical Method for the Esterification and Thioesterification of Anthranilic Acid Utilizing N-(2-Aminobenzoyl)benzotriazole
    Kokten, Sule
    Celik, Ilhami
    [J]. SYNTHESIS-STUTTGART, 2013, 45 (18): : 2551 - 2556
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