358362-11-5Relevant academic research and scientific papers
Reactions of 1-aryl(alkyl)-3-ethoxalyl-5,6,7,8-tetrafluoro-1,4-dihydrocinnolin(quinolin)-4-on es with aromatic dinucleophiles
Fokin,Burgart,Ryzhkov,Saloutin
, p. 689 - 692 (2001)
The title compounds react with o-phenylenediamine and o-aminophenol at the ethoxalyl fragment to form heteryl-substituted quinoxalones and benzooxazinones, respectively. o-Amino-benzenethiol acts as both an S-nucleophile replacing the F atom and an N-nucleophile replacing the carbonyl group in the ethoxalyl fragment. Under more drastic conditions, cyclization proceeds to form benzothiazinones.
Synthesis of 2-(1-alkyl(aryl)-4-oxo-5,6,7,8-tetrafluoro-1,4-dihydroquinolin-3-yl)glyoxylic acid derivatives
Fokin,Burgart,Saloutin,Chupakhin
, p. 187 - 194 (2007/10/03)
Methods for synthesis of previously unknown 2-(1-alkyl(aryl)-4-oxo-5,6,7,8-tetrafluoro-1,4-dihydroquinolin-3-yl)glyoxylic acids and their esters from the copper chelate of ethyl pentafluorobenzoylpyruvate were developed. 1-Aryl(alkyl)-3-ethoxalyl-5,6,7,8-tetrafluoro-quinolin-4-ones react with o-phenylenediamine and o-aminophenol to give the corresponding quinolin-3-ylquinoxalones and quinolin-3-ylbenzoxazines. The same heterocycles act with o-aminothiophenol to yield ethyl-2-(7-(2-aminophenylthio)-1-aryl-5,6,8-trifluoro-quinolon-3-yl)-2- (2-mercaptophenylimino)glioxylates. Interaction of 1-aryl-3-ethoxalyl-(heteryl)-5,6,7,8-tetrafluoroquinolones with morpholine gives 7-mono- and 5,7-disubstituted products depending on the reaction conditions.
