Synthesis of Stable σ-Adducts by Arylation of Quinazoline

被引：1
作者：
Azev, Yu. A. [1 ]
Koptyaeva, O. S. [1 ]
Seliverstova, E. A. [1 ]
Ivoilova, A. V. [1 ]
Pospelova, T. A. [1 ]
机构：
[1] Yeltsin Ural Fed Univ, Ekaterinburg, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2019年 / 89卷 / 12期
基金：
俄罗斯基础研究基金会;
关键词：
quinazoline; C-nucleophiles; C-C-bond formation; DERIVATIVES;
D O I：
10.1134/S1070363219120089
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The reactions of quinazoline with 1,3,5-trimethoxybenzene, 3- and 4-methylbenzene-1,2-diamines, and 1-(4-methoxybenzylidene)-2-phenylhydrazine on heating in the presence of trifluoroacetic acid afforded the corresponding stable C-C sigma-adducts.
引用
收藏
页码：2374 / 2377
页数：4
相关论文
共 15 条
[1]   Substituted quinazolines, part 3. Synthesis, in vitro antitumor activity and molecular modeling study of certain 2-thieno-4(3H)-quinazolinone analogs [J].
Al-Obaid, Abdulrahman M. ;
Abdel-Hamide, Sami G. ;
El-Kashef, Hassan A. ;
Abdel-Aziz, Alaa A. -M. ;
El-Azab, Adel S. ;
Al-Khamees, Hamad A. ;
El-Subbagh, Hussein I. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (06) :2379-2391
[2]   !Molecular docking and biological evaluation of some thioxoquinazolin-4(3H)-one derivatives as anticancer, antioxidant and anticonvulsant agents [J].
Al-Shamary, Danah S. ;
Al-Alshaikh, Monirah A. ;
Kheder, Nabila Abdelshafy ;
Mabkhot, Yahia Nasser ;
Badshah, Syed Lal .
CHEMISTRY CENTRAL JOURNAL, 2017, 11
[3]   Synthesis, analgesic and anti-inflammatory evaluation of some new 3H-quinazolin-4-one derivatives [J].
Alafeefy, Ahmed M. ;
Kadi, Adnan A. ;
El-Azab, Adel S. ;
Abdel-Hamide, Sami G. ;
Daba, Mohamad-Hesham Y. .
ARCHIV DER PHARMAZIE, 2008, 341 (06) :377-385
[4]  
Aniszewski T., 2015, ALKALOIDS, V2nd ed., P195, DOI [10.1016/B978-0-444-59433-4.00003-1, DOI 10.1016/B978-0-444-59433-4.00003-1]
[5]   Specific features of the reactions of quinazoline and its 4-hydroxy and 4-chloro substituted derivatives with C-nucleophiles [J].
Azev, Yuri A. ;
Shorshnev, Sergey V. ;
Golomolzin, Boris V. .
TETRAHEDRON LETTERS, 2009, 50 (24) :2899-2903
[6]   CNS depressant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-yl]-2-styryl quinazoline-4(3H)-ones [J].
Jatav, Varsha ;
Mishra, Pradeep ;
Kashaw, Sushil ;
Stables, J. P. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (09) :1945-1954
[7]   Original quinazoline derivatives displaying antiplasmodial properties [J].
Kabri, Youssef ;
Azas, Nadine ;
Dumetre, Aurelien ;
Hutter, Sebastien ;
Laget, Michele ;
Verhaeghe, Pierre ;
Gellis, Armand ;
Vanelle, Patrice .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) :616-622
[8]   Synthesis, anticonvulsant and CNS depressant activity of some new bioactive 1-(4-substituted-phenyl)-3-(4-oxo-2-phenyl/ethyl-4H-quinazolin-3-yl)-urea [J].
Kashaw, Sushil K. ;
Kashaw, Varsha ;
Mishra, Pradeep ;
Jain, N. K. ;
Stables, J. P. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (11) :4335-4343
[9]   Quinazolines and quinazolinones as ubiquitous structural fragments in medicinal chemistry: An update on the development of synthetic methods and pharmacological diversification [J].
Khan, Imtiaz ;
Zaib, Sumera ;
Batool, Sadaf ;
Abbas, Naeem ;
Ashraf, Zaman ;
Iqbal, Jamshed ;
Saeed, Aamer .
BIOORGANIC & MEDICINAL CHEMISTRY, 2016, 24 (11) :2361-2381
[10]  
Matern AI, 2007, THESIS
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