97780-85-3

Upstream product

• 36735-58-7 N-(diphenylmethylidene)-N-(2-phenylethyl)amine 
• 100-42-5 styrene 
• 91-00-9 Benzhydrylamine 
• 103-63-9 1-phenyl-2-bromoethane 
• 5267-34-5 aminodiphenylmethane hydrochloride 
• 4455-09-8 2-phenylethyl tosylate 
• 119-61-9 benzophenone 
• 64-04-0 phenethylamine 
• 776-74-9 Bromodiphenylmethane 

Downstream Products

• 91-01-0 1,1-Diphenylmethanol 
• 64-04-0 phenethylamine 
• 36735-58-7 N-(diphenylmethylidene)-N-(2-phenylethyl)amine 

Relevant academic research and scientific papers

Enantioselective Synthesis of N-Alkylamines through β-Amino C-H Functionalization Promoted by Cooperative Actions of B(C6F5)3and a Chiral Lewis Acid Co-Catalyst

We disclose a catalytic method for β-C(sp3)-H functionalization of N-alkylamines for the synthesis of enantiomerically enriched β-substituted amines, entities prevalent in pharmaceutical compounds and used to generate different families of chiral catalysts. We demonstrate that a catalyst system comprising of seemingly competitive Lewis acids, B(C6F5)3, and a chiral Mg- or Sc-based complex, promotes the highly enantioselective union of N-alkylamines and α,β-unsaturated compounds. An array of δ-amino carbonyl compounds was synthesized under redox-neutral conditions by enantioselective reaction of a N-alkylamine-derived enamine and an electrophile activated by the chiral Lewis acid co-catalyst. The utility of the approach is highlighted by late-stage β-C-H functionalization of bioactive amines. Investigations in regard to the mechanistic nuances of the catalytic processes are described.

Benzhydrylamine: An effective aminating agent for the synthesis of primary amines

Aldehydes, ketones, alkyl toluene-p-sulfonates and halides are converted into the corresponding primary amines with benzhydrylamine as a valuable ammonia synthon in moderate to excellent yields.

Acidic solvent-free removal of amine-protecting diphenylmethyl groups in the presence of camphorsulfonic acid

We developed novel reaction conditions for the removal of the diphenylmethyl group, which is one of the most important protecting groups for amines. The reaction was promoted by adding one equivalent of camphorsulfonic acid in aqueous media, and no acidic

Base-catalyzed anti-Markovnikov hydroamination of vinylarenes - Scope, limitations and computational studies

The hydroamination of vinylarenes with primary and secondary amines was studied with catalytic amounts as low as 2 mol-% of LiN(SiMe3) 2/TMEDA. Reactions proceeded readily at 120°C in the absence of solvent to give selective anti-Markovnikov addition. Slow addition was observed at 25°C with either electron-deficient p-chlorostyrene or secondary cyclic amines such as pyrrolidine, piperidine, or morpholine. Primary amines were prone to a second hydroamination reaction to form tertiary amine byproducts. The selectivity for the mono(hydroamination) products could be improved with a two-fold excess of the amine. KN(SiMe3)2 showed higher catalytic activity but lower selectivity in comparison to that of LiN(SiMe 3)2, resulting in undesired C-H-activation by-products. The mechanism of the lithium-catalyzed hydroamination and the influence of TMEDA was studied with density functional theory. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Sodium Borohydride Induced Deamination of Diarylimines

Sodium borohydride reduction of diarylimines (I) in ethanol at room temperature affords the corresponding diarylamines (II) and/or diarylmethanes (III) depending on the nature of substituent in the diaryl moiety of the imines. o-Hydroxydiarylimines, beari