RuO4-mediated oxidation of N-benzylated tertiary amines. Four- And three-membered azacycloalkanes as substrates
Similarly to N-benzylpiperidine and -pyrrolidine, N-benzylazetidine underwent RuO4-catalyzed oxidation by attack at both types of N-methylene C-H bonds: Endocyclic and exocyclic (benzylic). If the reaction is performed in the presence of cyanide, α-aminon
Selective oxidation of piperazine derivatives with ruthenium tetroxide
Diacetyl and dibenzyl piperazine were oxidized by RuO4, in order to investigate the regioselective behaviour of the reaction on piperazine substrata for the preparation of oxidized derivatives with remarkable biological activities and, in addition, as useful synthetic procedures for the identification of the metabolites of drugs. Cyclic monocarbonyl derivatives were never isolated and the two adjacent methylene groups are preferentially oxidized.
Vetuschi,Tangari,Giovine,Franchini,Tortorella
p. 599 - 605
(2007/10/02)
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