A -alkylamines

Over the years, many reversible competitive inhibitors selective for MAO A have been developed, including many a-methylamines. In contrast, very few effective MAO B-selective reversible inhibitors have been reported to date. Accumulated experience has indicated that a-alkylamines are inhibited steiically from binding to MAO B—and thus are MAO A selective. No complementary steric inhibition selective for MAO A is available [6b]. However, it was demonstrated that, while 5-fluoro-a-methyltryptamine (5) is a selective MAO A substrate, jS-substitution, as in p-chloro-/J-methylphenylamine (6), favors MAO B selectivity [28]. 

Saegusa s group (81JA5250) found that [o-[(trimethylsilyl)alkylamino]-benzyljtrimethylammonium halide underwent the fluoride-anion induced 1,4-elimination under mild conditions to generate an o-quinone methide N-alkylamine intermediate. They performed the formal synthesis of gephyro-toxin 434 on the basis of an intramolecular cycloaddition of the o-quinone methide A-alkylamine 426 (83TL2881). Treatment of azadiene precursor 425... 

In 1976, it was reported that the treatment of cyclic perfluoro-A-alkylamines with SO3, followed by hydrolysis leads to the formation of 1 1 mixture of bis- and... 

There have been several papers dealing with the oxidation reactions of nitrogen and sulfur-based compounds. Hindered amines, such as substituted 2,2,6,6-tetramethylpiperidines, are easily oxidized by electron-transfer reactions to the corresponding cation, by the sulfate radical anion, and by sensitized electron transfer to carbonyl triplets. Radicals derived from tertiary piperidines were observed directly by optical spectroscopy and deprotonated to a-alkylamine radicals. The amine radical cation derived from secondary piperidines deprotonated to give aminyl radicals. In the presence of oxygen, both classes were oxidized to give nitroxyl radicals, but by different proposed mechanisms. Both oxidation and fragmentation pathways have been observed in the photochemical reaction of alkyl phenyl sulfides with tetranitromethane. The oxidation of various A-(arylthio)-4-substituted-2,6-diarylanilines (18) with PbOa yielded, in most cases, persistent radicals that could... 

Physicochemical Properties of Ionic Liquids Containing A -alkylamine-Silver(l) Complex Cations or Protic N-alkylaminium Cations... 

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