297762-56-2Relevant academic research and scientific papers
Method for preparing quinazolinone from enol
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Paragraph 0109-0113, (2019/03/15)
The invention discloses a method for preparing a quinazolinone derivative from enol. According to the method, a relatively inexpensive ruthenium complex is used as a catalyst in a reaction to catalyzea microwave reaction of commercial and easily-available 2-aminobenzamide with enol for the preparation of quinazolinone. Compared with conventional synthesis methods for quinazolinone of the same kind, the method of the invention has the following advantages: no alkali is used in the reaction process; clean and non-toxic tetrahydrofuran is used as a reaction solvent; hydrogen is automatically transferred, and the atom economy of the reaction is high; and the by-product of the invention is only water.
Auto-Tandem Catalysis with Ruthenium: From o-Aminobenzamides and Allylic Alcohols to Quinazolinones via Redox Isomerization/Acceptorless Dehydrogenation
Zhang, Weikang,Meng, Chong,Liu, Yan,Tang, Yawen,Li, Feng
, p. 3751 - 3759 (2018/09/14)
A strategy for the synthesis of quinazolinones via Ru-catalyzed redox isomerization/acceptorless dehydrogenation was proposed and accomplished. In the presence of a commercially available [(p-cymene)Cl2]2, a range of desirable products were obtained with o-aminobenzamides and allylic alcohols as starting materials in moderate to high yields. This strategy is attractive due to high atom efficiency, and minimal consumption of chemicals and energy. (Figure presented.).
Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph3P-I2
Phakhodee, Wong,Wangngae, Sirilak,Pattarawarapan, Mookda
, p. 8058 - 8066 (2017/08/14)
Readily available N-substituted amides or their requisite carboxylic acids or acid chlorides have been used to construct 2,3-disubstituted-3H-quinazolin-4-ones in a one-pot procedure. Key transformation in this convergent approach involves Ph3P-I2-mediated formation of amidine upon condensation of an amide or the intermediate amide with methyl anthranilate. Cyclization of the amidine-tethered anthranilate then affords 2,3-disubstituted-3H-quinazolin-4-ones in good to excellent yields under mild conditions.
Functionalized carbodiimide mediated synthesis of 2,3-disubstituted quinazolin-4(3 H)-ones via the tandem strategy of C-nucleophilic addition and intramolecular NH-substitution cyclization
Nakano, Hayato,Kutsumura, Noriki,Saito, Takao
supporting information, p. 3179 - 3184 (2012/11/14)
A facile synthesis of quinazolin-4(3H)-ones possessing carbon substituents at positions 2 and 3 has been developed. Key to the synthesis is a tandem strategy involving introduction of a 2-substituent and construction of the quinazolinone framework via C-nucleophilic addition to the carbodiimide cumulenic carbon followed by intramolecular nucleophilic substitution by the newly formed NH moiety at the proximal ester group.
Microwave-assisted one-pot synthesis of 2,3-disubstituted 3H-quinazolin-4-ones
Liu, Ji-Feng,Lee, Jaekyoo,Dalton, Audra M.,Bi, Grace,Yu, Libing,Baldino, Carmen M.,McElory, Eric,Brown, Matt
, p. 1241 - 1244 (2007/10/03)
A practical synthesis of 2,3-disubstituted 3H-quinazolin-4-ones 1 with broad chemistry scope is described. The key step is the microwave promoted one-pot, two-step reaction sequence combining anthranilic acids, carboxylic acids, and amines providing efficient access to this important class of heterocycles.
Quinazolinone-based fungal efflux pump inhibitors. Part 1: Discovery of an (N-methylpiperazine)-containing derivative with activity in clinically relevant Candida spp.
Lemoine, Rémy C.,Glinka, Tomasz W.,Watkins, William J.,Cho, Aesop,Yang, Jessie,Iqbal, Nadeem,Singh, Rajeshwar,Madsen, Deidre,Lolans, Karen,Lomovskaya, Olga,Oza, Uma,Dudley, Michael N.
, p. 5127 - 5131 (2007/10/03)
The discovery of a series of quinazolinone-based fungal efflux pump inhibitors by high-throughput screening for potentiation of fluconazole in C. albicans is described. Attempts to improve the aqueous solubility of screening hits led to the discovery of an analog with greatly improved physical properties and activity against clinically-relevant Candida spp.
