Oxidation by persulphate. Part V. Silver-catalysed oxidation of secondary aliphatic amines and α-amino-acids

Formation of Silver Nanoparticles at the Air−Water Interface Mediated by a Monolayer of Functionalized Hyperbranched Molecules

“…Unlike synthetic polymers, metal-catalyzed amine oxidation is widespread in biology, reflecting a diverse role for amine compounds in nature. , The local increase in the concentration of silver ions in amine group-catalyzed amine oxidation has been shown previously . It was theorized that the silver underwent a cyclic process of reduction and oxidation due to the other oxidizing species present in the reaction.…”

Ammonium Peroxydisulfate

“…Aliphatic amines are converted in reasonable yield to the corresponding aldimines (eq 12), 59 while the corresponding amino acids form aldehydes (eq 13). 60 Benzylamine forms the aldimine in the absence of catalyst in 67% yield, but in the presence of Ni II , benzonitrile is formed in 84-97% yield. 61,62 This dehydrogenation of primary amines to the nitrile appears to be a general reaction.…”

Synthetic Approaches to a Challenging and Unusual Structure—An Amino-Pyrrolidine Guanine Core

“…Also using a hypervalent iodine reagent, the o-iodoxybenzoic acid, Akamanchi et al [32] pursued the decarboxylation of amino acids to nitriles in aqueous ammonia. Other methods for amino acid decarboxylation include the use of hypohalides such as hypochlorite and hypobromite [33], N-bromosuccinimide [34], or the pair of reagents, silver(I)/peroxydisulfate (Ag(I)/S2O8 2− ) applied for the first time by Stewart et al [35] for the preparation of aldehydes. Previous efforts on the synthesis of a cyclic-guanidine core were reported in the work of Ascenzi et al who described the biological synthesis of the hemiaminal, 2-hydroxopyrrolidin-1-yl carboxamidine from agmatine ((4-aminobutyl)guanidine) using copper aminoxidase from Pisum sativum L. in an oxidative deamination process.…”