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Relevant academic research and scientific papers

Amine Functionalization through Sequential Quinone-Catalyzed Oxidation/Nucleophilic Addition

A simple and efficient method for the synthesis of α-branched amines through formal oxidative C–H functionalization is reported. A commercially available quinone organocatalyst is employed to promote the aerobic oxidation of primary amines to the corresponding N-protected imines, which are then trapped in situ with an appropriate nucleophile to give access to versatile functionalized amines in good to excellent yields (70–90 %).

Exploiting Deep Eutectic Solvents and Organolithium Reagent Partnerships: Chemoselective Ultrafast Addition to Imines and Quinolines Under Aerobic Ambient Temperature Conditions

Shattering the long-held dogma that organolithium chemistry needs to be performed under inert atmospheres in toxic organic solvents, chemoselective addition of organolithium reagents to non-activated imines and quinolines has been accomplished in green, b

CATALYST COMPOUNDS

The present invention relates to an iridium-based catalyst compound for hydrogenating reducible moieties, especially imines and iminiums, the catalyst compounds being defined by the formula: (Formula (I)) where ring B is a conjugated ring system with one or more substituents. The catalysts of the invention are particularly effective in reductive amination procedures which involve the in situ generation of the imine or iminium under reductive hydrogenative conditions.

A highly active cyclometallated iridium catalyst for the hydrogenation of imines

A cyclometallated iridium complex containing an imino ligand has been shown to catalyse the hydrogenation of imines. The catalyst is highly active and selective for imino bonds, with a wide variety of imines being hydrogenated in less than 1 hour at a substrate/catalyst (S/C) ratio of 2000 at 20 bar H 2 pressure and 75 °C.

CATALYST COMPOUNDS

The present invention relates to an iridium-based catalyst compound for hydrogenating reducible moieties, especially imines and iminiums, the catalyst compounds being defined by the formula: (Formula (I)) where ring B is a conjugated ring system with one or more substituents. The catalysts of the invention are particularly effective in reductive amination procedures which involve the in situ generation of the imine or iminium under reductive hydrogenative conditions.

Thieme chemistry journal awardees - Where are they now? Asymmetric br?nsted acid catalyzed transfer hydrogenations

Asymmetric hydrogenations are of great importance in the synthesis of optically active amines. This account highlights the development of the first metal-free transfer hydrogenation that is both highly enantioselective and inspired by natures dehydrogen?ase. Further focus is given to the extension of this bioinspired process to provide a variety of valuable, biologically active products and natural products under mild reaction conditions. Georg Thieme Verlag Stuttgart - New York.

Novel one-pot synthesis of N-alkyl arylamines from oxime ethers using organometallic reagents

A novel one-pot synthesis of α,α-disubstituted secondary arylamines from oxime ethers has been developed by two separate additions of organometallic reagents. As a related arylamine construction, very efficient synthesis of N-(diallyl)methyl arylamines is

The chemistry of alkylstrontium halide analogues: Barbier-type alkylation of imines with alkyl halides

The chemistry of alkylstrontium halide analogues was examined. In the presence of metallic strontium, the Barbier-type alkylation of imines with alkyl iodides proceeded smoothly at room temperature under an argon atmosphere to afford the corresponding alk

Addition of trialkylalanes to imines under zirconium catalysis

Trialkylalanes, which are inert toward imines, undergo addition to them in the presence of a catalytic amount of dichlorodicyclopentadienylzirconium(IV) (Cp2ZrCl2). The reaction tolerates the presence of several functional groups in the starting imine such as halo, amide, nitrile, and hydroxy groups. A possible reaction pathway is proposed involving metallacyclic intermediates. Georg Thieme Verlag Stuttgart.

Nucleophilic addition of organomagnesiums to aldimines: Scandium triflate (Sc(OTf)3) as an effective catalyst

The 1,2-addition of organomagnesium reagents to p-methoxyphenyl (PMP)amine-derived aldimines proceeded effectively in the presence of catalytic amounts of Sc(OTf)3.