80684-62-4Relevant academic research and scientific papers
N-(POLYFLUOROARYL)-HIDROXYLAMINES. SYNTHESIS AND PROPERTIES
Miller, A.O.,Furin, G. G.
, p. 247 - 272 (2007/10/02)
Fluorine-containing N-arylhydroxylamines have been obtained by the reaction of hydroxylamine or its N- and O-derivatives on polyfluorinated benzenes and pentafluoropyridine.The influence of fluorine atoms on the reactivity of hydroxylamino group has been investigated.The reaction of N-polyflouroarylhydroxylamines with aldehydes has been shown not to occur, whereas their reaction with nitrosobenzenes leads to azoxybenzenes and with Lewis acids leads to corresponding nitrosobenzenes, azoxybenzenes and anilines.The action of acids on 2,3,5,6-tetrafluorophenylhydroxylamine leads to the acid-catalyzed rearrangement of the latter into 4-amino-2,3,5,6-tetrafluorophenol.C,N-Diarylnitrones have been obtained by the oxidation with MnO2 of fluorine-containing arylhydroxylamines possessing the CH-fragment in an α-position.
ortho-Disubstituted F-Benzenes. III. Preparation of (F-Benzo)heterocyclic Compounds from F-Benzoic Acid and F-Phenol, and the Reactions of Some Intermediary F-Benzoyl- and F-Phenoxy Compounds
Inukai, Yoshinari,Oono, Yoshitsugu,Sonoda, Takaaki,Kobayashi, Hiroshi
, p. 3447 - 3452 (2007/10/02)
With the intention of achieving the selective ortho-substitution of F-benzoic acid and F-phenol via intramolecular nucleophilic cyclization, preparation of some requisite precursory F-benzoyl- and F-phenoxy compounds and their nucleophilic cyclization reactions were examined. 1,2-(F-Benz)isoxazol-3(2H)-one, 2-(p-tolyl)-1,2-(F-benz)isoxazol-3(2H)-one, 1,3-dimethyl(F-benzo)pyrimidine-2,4(1H,3H)-dione, and 1,4-(F-benz)oxazin-3(2H)-one were obtained from the respective precursory F-benzohydroxamic acid, N-(p-tolyl)-N-hydroxy-F-benzamide, N,N'-dimethyl-N-(F-benzoyl)urea, and 2-(F-phenoxy)acetohydrazide.Attempted cyclizations of 2-(F-phenoxy)acetohydroxamic acid and (F-phenoxy)acetic acid were accompanied by simultaneous ring-opening and resulted in the formation of the identical product : (2-hydroxy-F-phenoxy)acetic acid.Transamidation of ethyl F-benzoate with hydroxylamine failed to give F-benzohydroxamic acid, which was then obtained by the catalytic debenzylation of N-benzyloxy-F-benzamide.
