459796-19-1Relevant articles and documents
Straightforward synthesis of quinazolin-4(3: H)-ones via visible light-induced condensation cyclization
Fan, Qiangwen,Liu, Chunyan,Ma, Xue,Pang, Yuqi,Sun, Wuji,Zhao, Lifeng,Zhong, Qidi
, p. 1494 - 1498 (2022/02/07)
A green, simple and efficient method is developed for the synthesis of quinazolin-4(3H)-ones via visible light-induced condensation cyclization of 2-aminobenzamides and aldehydes under visible light irradiation. The reaction proceeds using fluorescein as a photocatalyst in the presence of TBHP without the need for a metal catalyst. In addition, this reaction tolerates a broad scope of substrates and could afford a variety of desirable products in good to excellent yields. Thus, the present synthetic method provides a straightforward strategy for the synthesis of quinazolin-4(3H)-ones.
Copper-Catalyzed Intramolecular α-C-H Amination via Ring-Opening Cyclization Strategy to Quinazolin-4-ones: Development and Application in Rutaecarpine Synthesis
Biswal, Sonali,Chada, Harika,Patel, Srilaxmi M.,Sharada, Duddu S.,Sharma, Sonika
, p. 3160 - 3170 (2019/08/07)
A copper-catalyzed intramolecular α-C-H amination has been developed for the synthesis of quinazolin-4(3 H)-one derivatives from commercially available isatoic anhydride and primary and secondary benzylamines via ring-opening cyclization (ROC). This method shows good functional group tolerance and allows access to a range of 2-aryl, 2-alkyl, and spiroquinazolinone derivatives. However, 2-methylquinazolin-4(3 H)-one was synthesized from 2-amino- N -isopropylbenzamide by C-C bond cleavage, and N -benzyl-2-(methylamino)benzamide afforded 1-methyl-2-phenylquinazolin-4(1 H)-one along with 2-phenylquinazolin-4(3 H)-one by N-C bond cleavage for aromatization. It is the first general method to construct the potentially useful 2-methylquinazolin-4(3 H)-one by copper-catalyzed intramolecular C-H amination. Also this ROC strategy has been successfully applied to the synthesis of quinazolinone alkaloid rutaecarpine.
Method for synthesizing quinazoline and quinazolinone compounds
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Paragraph 0050-0052; 0056, (2019/06/12)
The invention discloses a method for synthesizing quinazoline and quinazolinone compounds by oxidative coupling dehydrogenation with a nitrogen-doped hierarchical porous biomass basic carbon materialsupported catalyst. The method comprises the steps of adding 2-aminobenzylamine, 2-aminobenzamide, a formaldehyde compound R-CHO, the supported catalyst, a mixed solvent of water and tetrahydrofuran and hydrogen peroxide under a closed reaction condition, reacting at 60-140 DEG C for 6-24 hours, cooling to room temperature, filtering a reaction solution, and obtaining the quinazoline compound or the quinazolinone compound by silica gel column chromatography. The method adopts a low-cost metallic iron nanocatalyst through a 'one-pot' series reaction which is a green synthetic chemical strategy.Compared with a previous noble metal catalyst system, the reaction system is simple in operation, mild in condition and low in cost, and is favorable for large-scale production and industrial application.
