Direct amination of arene C–H bonds is an attractive disconnection to form aniline-derived building blocks. This transformation presents significant practical challenges; classical methods for ortho-selective require strongly acidic or...

This report details the first organocatalytic method for nitrenoid transfer and its application to intermolecular, site-selective C(sp)–H amination. The method utilizes a trifluoromethyl iminium salt as the catalyst, iminoiodinanes as the nitrogen source, and substrate as the limiting reagent. Activated, benzylic, and aliphatic substrates can all be selectively functionalized in yields up to 87...

A method is described for isolating lectins in pure form and quantitative yield in a single step by affinity chromatography on aminoethyl polyacrylamide gels containing reductively aminated disaccharide residues. The affinity columns were prepared in two steps: (a) direct reductive amination of the disaccharide and aminoethyl gel with sodium cyanoborohydride in aqueous solution at pH 9; (b) N-a...

The 3-keto derivatives of trehalose and sucrose respectively were prepared by a one-step enzymatic route using D-glucoside 3-dehydrogenase from Flavobacterium saccharophilum. Reductive amination of 3-ketotrehalose with ammonium acetate and sodium cyanoborohydride gave three compounds, 3-amino-3-deoxy-alpha-D-allopyranosyl alpha-D-glucopyranoside, 3-amino-3-deoxy-alpha-D-glucopyranosyl alpha-D-g...

The reductive amination of benzoic acid and its derivatives would be an effective addition to current synthesis methods for benzylamine. However, with technology it is very difficult keep the aromaticity intact when starting from acid, salt wastes are often generated in process. Here, we report a heterogeneous catalytic system such amination, requiring solely H2 NH3 as reactants. Ag/TiO2 or Au/...

The synthesis of substituted d-phenylalanines in high yield and excellent optical purity, starting from inexpensive cinnamic acids, has been achieved with a novel one-pot approach by coupling phenylalanine ammonia lyase (PAL) amination with a chemoenzymatic deracemization (based on stereoselective oxidation and nonselective reduction). A simple high-throughput solid-phase screening method has a...

The amination of aryl halides in the presence of inexpensive and air-stable alkali metal hydroxide bases and Pd[P(t-Bu)3]2 as catalyst gave arylamines in high yields. The reactions were conducted with a catalytic amount of cetyltrimethylammonium bromide as phase-transfer agent and either aqueous hydroxide or solid hydroxide in the presence of water. This combination of alkali metal hydroxide ba...

A suitable method to functionalize the surface of polyethylene terephthalate (PET) consists in the chemical treatment with different amines such as triethylenetetramine (TETA), or tetraethylenepentamine (TEPA). The paper describes the influence of PET surface amination on the mechanical and water-sorption properties. Superficial chemical treatment involves micro-structural changes such as molec...

Vol.13, No.1 | 2015 | hypothesisjournal.com ABSTRACT Experimental conditions were devised, imitating prebiotic conditions in hydrothermal vents, to examine the possible prebiotic role of free purine bases in the direct synthesis of amino acids. Hypoxanthine, the biochemical precursor of adenine and guanine, was able to capture nitrite ions and be reductively transformed into adenine. Transfer o...

Predicting site selectivity in C-H bond oxidation reactions involving heteroatom transfer is challenged by the small energetic differences between disparate bond types and the subtle interplay of steric and electronic effects that influence reactivity. Herein, the factors governing selective Rh2(esp)2-catalyzed C-H amination of isoamylbenzene derivatives are investigated, where modification to ...