38902-81-7Relevant academic research and scientific papers
Ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides
Fukuzawa, Hiroko,Ura, Yasuyuki,Kataoka, Yasutaka
experimental part, p. 3643 - 3648 (2011/12/02)
A ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides was found to afford corresponding amides in good to high yields. A simple RuCl 3/Zn-Cu/alcohol system, without the addition of any other ligands, exhibited a high catalytic activity, and therefore the present reaction does not require a stoichiometric amount of metals or metal complexes as reductants. When β-substituted-α,β-unsaturated N-methoxyamides were employed as substrates, concurrent hydrogenation of the olefin moiety proceeded slowly with deprotection of the methoxy group. In the reduction of N-hydroxyamides, the alcoholic solvent was found to function as a hydrogen donor.
Synthesis of β,γ-unsaturated primary amides from α,β-unsaturated acids and investigation of the mechanism
Theodorou, Vassiliki,Gogou, Marina,Philippidou, Maria,Ragoussis, Valentine,Paraskevopoulos, Georgios,Skobridis, Konstantinos
experimental part, p. 5630 - 5634 (2011/08/22)
α,β-Unsaturated acids, through their acid chlorides, react with tritylamine in the presence of triethylamine under mild conditions, to afford in high yield and high regioselectivity the corresponding β,γ- unsaturated tritylamides. Detritylation with TFA generates quantitatively β,γ-unsaturated primary amides. An investigation of this deconjugative isomerization was performed.
