23120-10-7Relevant academic research and scientific papers
Synthesis of new 2-phenyladenines and 2-phenylpteridines and biological evaluation as adenosine receptor ligands
Giorgi, Irene,Biagi, Giuliana,Livi, Oreste,Leonardi, Michele,Scartoni, Valerio,Pietra, Daniele
, p. 81 - 87 (2007)
Synthesis and biological assays of a series of 2-phenylpteridine derivatives are described to compare their affinities to adenosine receptors with those of the corresponding adenines, purposely prepared, and 8-azaadenines previously described. This study
Electrochemical synthesis of quinazolinone: via I2-catalyzed tandem oxidation in aqueous solution
Hou, Huiqing,Ma, Xinhua,Lin, Yingying,Lin, Jin,Sun, Weiming,Wang, Lei,Xu, Xiuzhi,Ke, Fang
, p. 17721 - 17726 (2021/05/29)
The development of protocols for synthesizing quinazolinones using biocompatible catalysts in aqueous medium will help to resolve the difficulties of using green and sustainable chemistry for their synthesis. Herein, using I2 in coordination with electrochemical synthesis induced a C-H oxidation reaction which is reported when using water as the environmentally friendly solvent to access a broad range of quinazolinones at room temperature. The reaction mechanism strongly showed that I2 cooperates electrochemically promoted the oxidation of alcohols, then effectively cyclizing amides to various quinazolinones.
Electrochemically induced synthesis of quinazolinonesviacathode hydration ofo-aminobenzonitriles in aqueous solutions
Yang, Li,Hou, Huiqing,Li, Lan,Wang, Jin,Zhou, Sunying,Wu, Mei,Ke, Fang
supporting information, p. 998 - 1003 (2021/02/16)
An efficient and practical electrochemically catalyzed transition metal-free process for the synthesis of substituted quinazolinones from simple and readily availableo-aminobenzonitriles and aldehydes in water has been accomplished. I2/base and water play an unprecedented and vital role in the reaction. By electrochemically catalysed hydrolysis ofo-aminobenzonitriles, the synthesis of quinazolinones with benzaldehyde was first proposed. The synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactiveN-(2,5-dichlorophenyl)-6-(2,2,2-trifluoroethoxy) pteridin-4-amine, which enables straightforward, practical and environmentally benign quinazolinone formation.
A facile synthesis of 4(3H)-Pteridinone derivatives by utilizing N-{3-[(N-substituted)carbamoyl]-2- -pyrazyl}iminophosphoranes
Okawa, Tomohiro,Kawase, Masaru,Eguchi, Shoji
, p. 1185 - 1194 (2007/10/03)
The intermolecular aza-Wittig reaction of iminophosphoranes 4 derived from 3-aminopyrazine-2-(N-substituted)-carboxamide derivatives 2 with various acyl chlorides followed by heterocyclization provided an efficient synthetic route to 2,3-disubstituted 4(3H)-pteridinone derivatives 5.
Dihalogentriphenylphosphoranes in the synthesis of heterocycles, 29. A simple synthesis of pteridin-4-ones, from methyl-3-amino-2-pyrazinecarboxylate and pyrazino[3,1]oxazin-4-ones
Wamhoff,Kroth
, p. 405 - 410 (2007/10/02)
Methyl 3-amino-2-pyrazinecarboxylate (3) affords the synthetically useful 3-aroylaminopyrazin-2-carboxylates 5a-f with aroyl chlorides, which are converted with dibromotriphenylphosphorane into 2-arylpyrazino[2,3-d][3,1]oxazin-4-ones 6a-f. Nucleophilic attack at the carbonyl function of these oxazinones results in ring cleaved amides which can be recyclized with dibromotriphenylphosphorane to afford 2-arylpteridin-4-ones 7a-f.
