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A new oxidation process has been found where α,ω-dicarboxylic acid esters and ω-hydroxycarboxylic acid esters are formed on heating gem-bishydroperoxides in alcohol in the presence of BF3·Et2O. By addition of H2O2 to this reaction α,ω-dicarboxylic acid esters are formed almost selectively.
1,4-Dibenzylpiperazine (1),-2-piperazinone (7),-2,6-piperazinedione (9), and 1-benzoyl-4-benzylpiperazine (30) were oxidized by RuO4 (generated in situ) by attack at their endocyclic and exocyclic (i.e., benzylic) aminic N-α-C-H bonds to afford various oxygenated derivatives, including acyclic diformamides, benzaldehyde, and benzoic acid. The reaction outcome was complicated by (i) the hydrolysis...
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