73565-06-7Relevant academic research and scientific papers
A microwave-assisted copper-mediated tandem approach for fused quinazoline derivatives
Malasala, Satyaveni,Polomoni, Anusha,Chelli, Sai Manohar,Kar, Swayamsidda,Madhavi,Nanduri, Srinivas
supporting information, p. 1854 - 1859 (2021/03/14)
A method for the microwave-assisted copper-mediated oxidative coupling reaction of different aldehydes and quinazolines/benzimidazoles has been developed for the synthesis of fused-polycyclic systemsvianew C-N bond formation. The current methodology involves the use of environmentally benign NH4OAc as the amine source in the presence of 2-propanol as the solvent. This novel tandem reaction approach offers a rapid and straightforward access to complex fused quinazoline derivatives in an efficient manner.
Luotonin A and Its Derivatives as Novel Antiviral and Antiphytopathogenic Fungus Agents
Hao, Yanan,Liu, Yuxiu,Ma, Dejun,Wang, Kaihua,Wang, Qingmin,Wang, Ziwen
, p. 8764 - 8773 (2020/09/16)
Plant diseases caused by viruses and fungi have posed a serious threat to global agricultural production. The discovery of new leads based on natural products is an important way to innovate pesticides. In this work, natural product luotonin A was found to have good antiviral activity against tobacco mosaic virus (TMV) for the first time. A series of luotonin A derivatives were designed, synthesized, and evaluated for their antiviral activities and fungicidal activities systematically. Most compounds displayed better antiviral activities against TMV than commercial ribavirin. Compounds 9k, 12b, and 12d displayed about similar inhibitory effects as ningnanmycin (inhibitory rates of 55, 57, and 59% at 500 μg/mL for inactivation, curative, and protection activities in vivo, respectively), the best antiviral agent at present, and emerged as novel antiviral leads for further research. We selected 9k for further antiviral mechanism research via transmission electron microscopy and molecular docking, which revealed that compound 9k can interact with TMV coat protein through the hydrogen bond, leading to its polymerization, thus preventing virus assembly. Further fungicidal activity tests showed that these compounds also showed broad-spectrum fungicidal activities against 14 kinds of phytopathogenic fungi. Especially, compound 14 with a 100% antifungal effect against Botrytis cinereal emerged as a lead for further research. This work provides a reference for the development of agricultural active ingredients based on Chinese medicine plants.
Cu-Catalyzed Direct Diversification of 2-(2-Bromophenyl)quinazolin-4(3 H)-ones through Orthogonal Reactivity Modulation
Chatterjee, Satadru,Srinath, Ravuri,Bera, Suvankar,Khamaru, Krishnendu,Rahman, Afifa,Banerji, Biswadip
supporting information, p. 9028 - 9032 (2019/11/19)
A modular strategy to obtain three different products from a single substrate was developed. The present methodology unveils new step-economical and cost-efficient routes to access diverse fused quinazolinoquinazolinone derivatives which are not prevalent
Synthesis of 6-aryl-5H-quinazolino[4,3-b]quinazolin-8(6H)-one derivatives in ionic liquids catalyzed by iodine
Ma, Yong-Gang,Zhang, Yan,Feng, Bin-Bin,Wang, Xiang-Shan
, p. 1045 - 1055 (2016/04/26)
The iodine-catalyzed reaction of 2-(2-aminophenyl)quinazolin-4(3H)-ones and benzaldehydes was treated in ionic liquids, giving a series of 6-aryl-5H-quinazolino[4,3-b]quinazolin-8(6H)-one derivatives in high yields. This novel procedure has the advantages
Auto-redox reaction: Tin(II) chloride-mediated one-step reductive cyclization leading to the synthesis of novel biheterocyclic 5,6-dihydro-quinazolino[4,3-b]quinazolin-8-ones with three-point diversity
Roy, Abhijeet Deb,Subramanian, Arunachalam,Roy, Raja
, p. 382 - 385 (2007/10/03)
A tin (II) chloride-mediated short, efficient, and practical regioselective synthesis of biheterocyclic 5,6-dihydro-quinazolino[4,3-b]quinazolin-8-ones with three-point diversity is reported. A one-step reductive transformation of 2-(2-nitro-phenyl)-3H-quinazolin-4-one in various alcohols furnished the desired tetracyclic product in good yields with high purity.
Reaction of Benzylamine with o-Substituted Nitrobenzenes: Synthesis of Benzimidazole and Qiunazoline Derivatives
Rao, C. V. Chalapathi,Reddy, K. Kondal,Rao, N. V. Subba
, p. 655 - 658 (2007/10/02)
The utility of the reaction of benzylamine with o-substituted nitrobenzenes for the synthesis of heterocyclic compounds has been explored. 2-Substituted and 1,2-disubstituted benzimidazoles have been obtained by reacting o-nitroanilines and N-substituted o-nitroanilines with benzylamine.Two quinazolinone derivates and two tetracyclic compounds have also been prepared by the reaction of benzylamine with appropriate o-substituted nitrobenzenes.A suitable mechanism has been suggested for the formation of the products.
