42287-40-1

Upstream product

• 618-36-0 rac-methylbenzylamine 
• 6948-01-2 N-formyl-α-methylbenzylamine 
• 98-86-2 acetophenone 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Downstream Products

• 217473-64-8 (Z)-3-Phenyl-3-(1-phenyl-ethylamino)-acrylic acid allyl ester 
• 217473-41-1 (+/-)-(Z)-1-(1H-1-imidazolyl)-3-phenyl-3-(1-phenylethylamino)-2-propen-1-one 

Relevant academic research and scientific papers

Biomimetic Oxidative Deamination Catalysis via ortho-Naphthoquinone-Catalyzed Aerobic Oxidation Strategy

An ortho-naphthoquinone-catalyzed oxidative deamination reaction has been developed where the molecular oxygen and water serve as the sole oxidant and nucleophile. The current aerobic deamination reaction proceeds via the ketimine formation between ortho-naphthoquinones and amines followed by the prototropic rearrangement and hydrolysis by water, representing a biomimetic oxidative deamination of amine species in the human body by the liver and kidneys. The compatibility of ortho-naphthoquinone organocatalysts with molecular oxygen and water opens up a new biomimetic catalyst system that can function as versatile deaminases for a variety of amine-containing molecules such as amino acids and DNA nuclear bases.

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.

Bioinspired organocatalytic aerobic C-H oxidation of amines with an ortho -quinone catalyst

A simple bioinspired ortho-quinone catalyst for the aerobic oxidative dehydrogenation of amines to imines is reported. Without any metal cocatalysts, the identified optimal ortho-quinone catalyst enables the oxidations of α-branched primary amines and cyclic secondary amines. Mechanistic studies have disclosed the origins of different performances of ortho-quinone vs para-quinone in biomimetic amine oxidations.

Environmentally friendly chemoselective oxidation of primary aliphatic amines by using a biomimetic eiectrocatalytic system

Environmentally friendly oxidation of primary aliphatic amines to imines has been successfully achieved, under metal-free conditions, by the use of diverse electrogenerated o-azaqui-none mediators. High catalytic performance, together with high chemoselec

Calcined ZnCrCO3-HTlc for the oxidation of benzyl amines to Schiff bases

Oxidation of benzylamines to Schiff bases has been carried out using a mixed oxide catalyst obtained by the calcination of ZnCrCO3-HTlc which is a member of the anionic clay family.

CATALYTIC ALKYL GROUP EXCHANGE REACTION OF PRIMARY AND SECONDARY AMINES.

It has been shown that primary and secondary amines undergo alkyl group exchange reactions upon treatment with palladium catalyst as depicted in an operationally simple and efficient reaction which provides a convenient method for synthesis of unsymmetrical amines. The application of the reaction for the preparation of various substituted amines and heterocyclic compounds such as hexahydropyrimidine tetrahydropyrimidine, imidazolidine, and imidazoles is described. The preparation of polyamines such as H//2N(CH//2)//mNH(CH//2)//nNH//2 (10) and H//2N(CH//2)//lNH(CH//2)//mNH(CH//2)//nNH//2 (l-n, equals 2,3; 11) is readily performed by the appadium-catalyzed reactions of azetidine (6) and aziridine (7) via azetine (9) and azirine intermediates. The mechanism the palladium-catalyzed reaction has been extensively studied on the carbonylation, racemization, and deuteurium-exchange reaction of (S)-( minus )- alpha -phenylethylamine (17).