88976-10-7Relevant academic research and scientific papers
Visible light induced tandem reactions: An efficient one pot strategy for constructing quinazolinones using in-situ formed aldehydes under photocatalyst-free and room-temperature conditions
Xie, Zongbo,Lan, Jin,Zhu, Haibo,Lei, Gaoyi,Jiang, Guofang,Le, Zhanggao
supporting information, p. 1427 - 1431 (2020/11/02)
A facile tandem route has been developed for constructing quinazolinones from various aminobenzamides and in-situ generated aldehydes. Visible light was found to play a dual role: first oxidizes the alcohol to the aldehyde and then facilitates its cyclization with o-substituted aniline. Furthermore, alcohols are perfect alternatives to aldehydes because they are greener, more available, more economical, more stable, and less toxic than aldehydes. The first reaction step continuously provides material for the second step, which effectively reduces loss through volatilization, oxidation, and polymerization of the aldehyde, while avoiding its toxicity. A variety of quinazolinones can be prepared in the presence of visible light without any additional photocatalyst. The developed synthesis protocol proceeds with the merits of mild conditions, broad substrate scope, operational simplicity, and high atom efficiency, with an eco-energy source under metal-free, photocatalyst-free, and ambient conditions.
Imidazolium chloride as an additive for synthesis of 4(3H)-quinazolinones using anthranilamides and DMF derivatives
Dai, Zeshu,Li, Dan,Li, Zhiyao,Liu, Heng,Luo, Wen,Shang, Suqin,Tian, Qingqiang,Wang, Shuqi,Wang, Xuetong,Wang, Yin,Wu, Huili,Xiao, Xin,Yuan, Jianyong,Zhou, Shangjun
, (2020/09/10)
Imidazolium chloride as an environmentally benign additive efficiently facilitates construction of 4(3H)-quinazolinones using anthranilamides and DMF derivatives. A series of 4(3H)-quinazolinones were prepared in moderate to excellent yields without conventional oxidants, metal catalysts and corrosive acids or other additives.
Method for preparing quinazolinone from enol
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Paragraph 0139-0143, (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.).
Synthesis of Quinazolin-4-ones and Benzimidazoles: Fusion of 2-Aminobenzamide and 1,2-Diaminobenzene with Organic Acids
Reddy, V. Prabhakar,Prasunamba, P. L.,Reddy, P. S. N.,Ratnam, C. V.
, p. 917 - 918 (2007/10/02)
Fusion of 2-aminobenzamide and organic acids at 220 deg C affords 2-substituted 4(3H)-quinazolinones.A similar reaction between 1,2-diaminobenzene and aromatic acids furnishes 2-arylbenzimidazoles in good yields.This method is simple and obviates the use of any catalyst for heterocyclisations.
