36244-13-0Relevant academic research and scientific papers
FeCl3-Mediated Synthesis of 2-(Trifluoromethyl)quinazolin-4(3 H)-ones from Isatins and Trifluoroacetimidoyl Chlorides
Wang, Le-Cheng,Du, Shiying,Chen, Zhengkai,Wu, Xiao-Feng
, p. 5567 - 5571 (2020)
An FeCl3-mediated cascade coupling/decarbonylative annulation reaction for the efficient construction of 2-(trifluoromethyl)quinazolin-4(3H)-ones has been developed. This transformation employs readily available isatins and trifluoroacetimidoyl chlorides as the starting materials, providing a facile and practical route to diverse biologically relevant quinazolin-4(3H)-one derivatives. A plausible reaction pathway has been proposed based on the mechanistic observations.
Palladium-catalyzed synthesis of novel trifluoromethylated quinazolinone, N-arylquinazoline and N-benzylquinazoline derivatives
Sajadi, Mahdieh Sadat,Kazemi, Elham,Darehkordi, Ali
supporting information, (2021/04/23)
A simple and palladium-catalyzed procedure for synthesis of a novel series of potentially biologically active trifluoromethyl-substituted quinazolinones and N-arylquinazoline derivatives via condensation-cyclization reaction of 2-aminobenzamide, 2-amino-N′-arylbenzimidamides and 2-amino-N′-benzylbenzimidamides with trifluoroacetimidoyl chlorides has been developed. noteworthy, this investigation showed the possible of transition-metal-catalyzed activation of trifluoroacetimidoyl chlorides as a carbon trifluoromethylated source for the synthesis of quinazolines and quinazolinone derivatives in good to excellent yields.
Palladium-Catalyzed Carbonylative Synthesis of 2-(Trifluoromethyl)quinazolin-4(3H)-ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds
Wang, Le-Cheng,Zhang, Yu,Chen, Zhengkai,Wu, Xiao-Feng
supporting information, p. 1417 - 1426 (2021/02/01)
A procedure on palladium-catalyzed carbonylative reaction of trifluoroacetimidoyl chlorides and nitro compounds for the construction of pharmaceutically valuable 2-(trifluoromethyl)quinazolin-4(3H)-ones has been achieved. In this transformation, Mo(CO)6 has been used both as a convenient CO source and a reducing reagent. This newly developed protocol is compatible with various nitro compounds and can be readily scaled up to 1 mmol scale. (Figure presented.).
Method for synthesizing 2-trifluoromethyl substituted quinazolinone by multi-component one-pot method
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Paragraph 0033-0039, (2021/03/13)
The invention discloses a method for synthesizing 2-trifluoromethyl substituted quinazolinone by a multi-component one-pot method, and the method comprises the following steps: adding a palladium catalyst, a ligand, a carbon monoxide substitute, an additi
Preparation method of 2-trifluoromethyl substituted quinazolinone compound and application of 2-trifluoromethyl substituted quinazolinone compound in synthesis of pharmaceutical molecules
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Paragraph 0033; 0034; 0035; 0036; 0037; 0038; 0039; 0040, (2021/07/01)
The invention discloses a preparation method of a 2-trifluoromethyl substituted quinazolinone compound. The preparation method comprises the following steps: adding a palladium catalyst, a ligand, a carbon monoxide substitute, an additive, trifluoroethylimido acyl chloride and amine into an organic solvent, reacting at 110 DEG C for 16-30 hours, and after the reaction is completed, carrying out post-treatment to obtain the 2-trifluoromethyl substituted quinazolinone compound. The preparation method has the advantages of simple operation, cheap and easily available initial raw materials, high reaction efficiency, good substrate compatibility, synthesis of trifluoromethyl quinazolinone compounds substituted by different groups through substrate design, convenient operation, and broadening of the practicality of the method. The method is also successfully applied to the high-yield synthesis of the drug molecule Rutaecarpine.
Preparation method of 2 - trifluoromethyl substituted quinazoline ketone compound (by machine translation)
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Paragraph 0034-0041, (2020/09/30)
The invention discloses a preparation method of 2 -trifluoromethyl-substituted quinazolone compounds, which comprises the following steps: ferric trichloride and sodium hydrogen. The molecular sieve, trifluoroethyl imine acyl chloride and indirubin were a
A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N′-substituted trifluoroacetamidines and bromodifluoroacetamidines
Zhu, Jiangtao,Xie, Haibo,Chen, Zixian,Li, Shan,Wu, Yongming
experimental part, p. 516 - 523 (2012/01/15)
The intramolecular hydroamination of N-(ortho-alkynyl)aryl-N′- substituted trifluoroacetamidines and bromodifluoroacetamidines is studied in detail. When the substituents on the alkyne fragment are aryl and alkyl groups, 5-endo-dig cyclization occurs utilizing NaAuCl4·2H 2O as a catalyst, while 6-exo-dig cyclization proceeds in the presence of K2CO3 as a base. Interestingly, the indole derivatives are afforded with good regioselectivity via a 5-endo-dig pathway catalyzed by Cu(OAc)2 when ortho-ethynyl appears on the aryl substituent of the amidine. The electrophilic cyclization of the amidines also shows good regioselectivity under the I2/NaHCO3 system. At the end, a facile cascade synthesis of fluorinated quinazolones is described via hydroamination/ozonolysis from the corresponding amidine.
