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Relevant academic research and scientific papers

Sulfur-stabilised copper nanoparticles for the aerobic oxidation of amines to imines under ambient conditions

The stabilisation of metal nanoparticles and control of their oxidation state are crucial factors in nanocatalysis. Elemental sulfur has been found to be a cheap and effective stabilising agent for copper nanoparticles in the form of copper(i) oxide. The

C70Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

C70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy's main feature includes the additive/oxidant-free conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, symmetrical secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and density functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.

Photoorganocatalytic Aerobic Oxidative Amine Dehydrogenation/Super Acid-Mediated Pictet-Spengler Cyclization: Synthesis of cis-1,3-Diaryl Tetrahydroisoquinolines

Aerobic oxidative dehydrogenation reactions of benzylamines to imines were studied and the efficiencies of various ground- and excited state quinone organocatalysts were compared. Long wave-absorbing anthraquinones readily catalyze the aerobic photodehydr

Aerobic Oxidation of Primary Amines to Imines in Water using a Cobalt Complex as Recyclable Catalyst under Mild Conditions

Oxidative coupling of primary amines to imines has been achieved by using a water soluble cobalt complex as catalyst and air as the oxidant at near ambient conditions. Aromatic, heteroaromatic and aliphatic amines were successfully converted to the corresponding imines with yields of up to 96 %. A 20 gram scale reaction for the synthesis of imine from benzylamine in good yield is also demonstrated with this method. The catalyst has been found to be reusable with up to five cycles. It is highly efficient, gives a turnover number (TON) of up to 128, and shows chemoselectivity with the only byproducts being water and ammonia. Control experiments and mechanistic studies indicate that the CoII/CoIII catalytic cycle is responsible for these oxidative transformations. Some of the reactive intermediates of this reaction have also been isolated and structurally characterized.

O-Naphthoquinone-Catalyzed Aerobic Oxidation of Amines to (Ket)imines: A Modular Catalyst Approach

A modular aerobic oxidation of amines to imines has been achieved using an ortho-naphthoquinone (o-NQ) catalyst. The cooperative catalyst system of o-NQ and Cu(OAc)2 enabled the formation of homocoupled imines from benzylamines, while the presence of TFA helped the formation of cross-coupled imines in excellent yields. The current mild aerobic oxidation protocol could also be applied to the oxidation of secondary amines to imines or ketimines with the help of cocatalyst, Ag2CO3, with excellent yields.

Copper-catalyzed aerobic oxidation of amines to imines under neat conditions with low catalyst loading

The copper (I)-catalyzed direct synthesis of imines from amines under mild aerobic conditions is described. The method is applicable for the synthesis of various imines from corresponding amines such as benzylic, aliphatic, cyclic secondary, heteroaromatic species and the oxidative condensation of benzylamines with anilines extends the scope of the CuCl catalytic system. Noteworthy, solvent-free procedure, air as a benign oxidant, and the cheap and easy availability of the catalyst are the vital advantages of the method. Copyright