Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphines 8. Replacement of fluorine by hydrogen in polyfluoroaromatic compounds
When reacted with P(NEt2)3 and a proton donor, pentafluoropyridine, 3-chlorotetrafluoropyridine, pentafluorobenzonitrile, and octafluorotoluene yield products of replacement of the fluorine atom by hydrogen at position 4. This proces
A method for preparing 2-aminopyridine derivatives, which comprises substituting of fluorine for hydrazine moiety and reducing with hydrogen using 3-substituted-2,5,6-trifluoropyridine as a starting material, provides 2-aminopyridine derivatives having a purity over 98% under a mild reaction condition.
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Page/Page column 3
(2008/06/13)
Removal of fluorine from and introduction of fluorine into polyhalopyridines: An exercise in nucleophilic hetarenic substitution
Starting from six industrially available fluorinated pyridines, an expedient access to all three tetrafluoropyridines (2-4), all six trifluoropyridines (5-10), and the five non-commercial difluoropyridines (11-14 and 16) was developed. The methods employed for the selective removal of fluorine from polyfluoropyridines were the reduction by metals or complex hydrides and the site-selective replacement by hydrazine followed by dehydrogenation-dediazotation or dehydrochlorination-dediazotation. To introduce an extra fluorine atom, a suitable precursor was metalated and chlorinated before being subjected to a chlorine/ fluorine displacement process.
Bobbio, Carla,Rausis, Thierry,Schlosser, Manfred
p. 1903 - 1910
(2007/10/03)
Reductive transformations of organofluorine compounds: II. Hydrodechlorination of chloropolyfluoroarenes by the action of zinc
Polyfluoroarenes containing chlorine atoms in the aromatic ring and/or in the benzylic position undergo hydrodechlorination by the action of zinc in aqueous dimethylformamide. The use of Zn/Cu and addition of salts (NaCl, Na2SO4, NH4Cl) favor reductive dechlorination of the Carom - Cl bond. Polyfluorobenzotrichlorides react with excess zinc to give the corresponding CH3-substituted derivatives, otherwise CH2Cl- and CHCl2-containing compounds are formed. The reduction of C6F5CCl3 and C6F5CH2Cl with zinc in the presence of copper provides lower yields of the hydrodechlorination products and leads to formation of 1,2-bis(pentafluorophenyl)ethane.
Krasnov,Platonov
p. 1488 - 1499
(2007/10/03)
HYDROGENOLYSIS OF Carom-F BONDS IN POLYFLUORINATED AROMATIC COMPOUNDS BY THE ACTION OF Zn(Cu)
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Krasnov, V. I.,Platonov, V. E.
p. 895 - 896
(2007/10/02)
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