- REACTION OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA IV.* THE NUCLEOPHILIC AND PROTOPHILIC ACTIVITY OF METHOXIDE AND HYDROXIDE IONS IN REACTIONS WITH POLYFLUORINATED AROMATIC COMPOUNDS
-
In the reaction of polyfluorinated derivatives of benzene with potassium methoxide in liquid ammonia a fluorine atom is substituted by a methoxy group.With potassium hydroxide reactions involving removal of a proton from a ring carbon atom take place preferentially.The possibility of polyfluoroarylation and methylation catalyzed by potassium hydroxide in polyfluorinated aromatic compounds, based on capture of the polyflurinated aryl anion by the electrophile, was demonstrated.
- Shtark, A. A.,Chuikova, T. V.,Shteingarts, V. D.
-
p. 960 - 967
(2007/10/02)
-
- FLUORINE-CONTAINING CATECHOLAMINES. SYNTHESIS OF DL-2, 5, 6-TRIFLUORODOPA
-
DL-2,5,6-trifluoro-3,4-dihydroxyphenylalanine (trifluorodopa) hydroiodide has been synthesized from hexafluorobenzene in a six-step procedure.The key step is the methoxylation of p-methyl tetrafluoroanisole.This reaction affords the desired 2,5,6-trifluoro-3,4-dimethoxytoluene, which is separated by preparative glc from 3,5,6-trifluoro-2,4-dimethoxytoluene.Attempts to obtain trifluorodopa by ether cleavage of the appropriately substituted dihydrobenzodioxin have not been successful.
- Filler, Robert,Rickert, Robert C.
-
p. 483 - 496
(2007/10/02)
-