180747-56-2

Upstream product

• 170894-56-1 N,N-dibenzyl-3-hydroxy-3-phenylpropanamide 
• 119163-15-4 (E)-N,N-dibenzyl-3-phenylprop-2-enamide 
• 100-42-5 styrene 
• 25370-09-6 dibenzylcarbamyl chloride 
• 103-49-1 dibenzylamine 
• 100-52-7 benzaldehyde 
• 149419-59-0 N,N-di-(phenylmethyl)-2-bromoacetamide 
• 645-45-4 hydrocinnamic acid chloride 
• 104-53-0 3-phenyl-propionaldehyde 
• 5464-77-7 N,N-dibenzylformamide 
• 20455-68-9 N,N-dibenzylamine hydrochloride 
• 501-52-0 3-Phenylpropionic acid 
• 201230-82-2 carbon monoxide 
• 58288-30-5 N,N,N′,N′-tetrabenzylmethanediamine 

Downstream Products

• 27376-59-6 N,N-dibenzyl-N-(3-phenylpropyl)amine 
• 1262617-50-4 N,N-dibenzyl-N-(1-phenylethylcyclopropyl)amine 
• 122-97-4 3-Phenyl-1-propanol 
• 103-49-1 dibenzylamine 
• 19969-04-1 1-phenyl-heptan-3-one 
• 20795-51-1 1-phenylpentan-3-one 

Relevant academic research and scientific papers

N-acyltriazinedione; a novel acylating reagent synthesized from a triazinone-type condensing reagent

In this paper, we report the synthesis of N-acyltriazinedione via the unexpected O–N acyl rearrangement of acyloxytriazinone and its utility as an acylating reagent. N-Acyltriazinedione can be isolated by silica gel column chromatography and reacts with amines in the absence of any base to give the corresponding amides in good yields.

One-Pot Controlled Reduction of Conjugated Amides by Sequential Double Hydrosilylation Catalyzed by an Iridium(III) Metallacycle

A single and accessible cationic iridiumIII metallacycle effectively catalyzes the one-pot sequential double hydrosilylation of challenging α,β-unsaturated secondary and tertiary amides to afford, in a controlled and straightforward way, the co

Development of Triazinone-Based Condensing Reagents for Amide Formation

Novel triazinone-based condensing reagents have been developed. The palladium-catalyzed O-N allylic rearrangement of 2-(allyloxy)-4,6-dichloro-1,3,5-triazine and subsequent regioselective substitution using alcohols and an amine afforded chlorotriazinones, which can be readily converted using N-methylmorpholine into the corresponding condensing reagents. The condensation of carboxylic acids and amines using these reagents proceeded to afford the desired amides in good yields. In comparison with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, the newly synthesized triazinone-based condensing reagents exhibited higher reactivity.

Metal-Free Formal Oxidative C?C Coupling by In Situ Generation of an Enolonium Species

Much contemporary organic synthesis relies on transformations that are driven by the intrinsic, so-called “natural”, polarity of chemical bonds and reactive centers. The design of unconventionally polarized synthons is a highly desirable strategy, as it generally enables unprecedented retrosynthetic disconnections for the synthesis of complex substances. Whereas the umpolung of carbonyl centers is a well-known strategy, polarity reversal at the α-position of a carbonyl group is much rarer. Herein, we report the design of a novel electrophilic enolonium species and its application in efficient and chemoselective, metal-free oxidative C?C coupling.

A preparation method of the fatty amide

The invention discloses a preparation method for fatty acyl amide, belonging to the technical field of organic chemical synthesis. The method comprises the following steps: using substituted terminal olefin, carbon monoxide, and aminal or amine as raw materials, then carrying out catalyzation or co-catalyzation with aldehyde via a transition metal catalyst, and carrying out reaction in an organic solvent at 50 to 120 DEG C for 12 to 24 hours under the participation of a ligand or the co-participation of the ligand with an additive; removing the organic solvent when the reaction is completed, and carrying out column chromatography so as to obtain a fatty acyl amide compound. The preparation method for the fatty acyl amide has the following advantages: the raw materials, the catalyst and the additive for the reaction are cheap and easily available; synthetic process is simple; synthetic cost is greatly reduced; reaction conditions are mild; industrialization is easily realized; the raw materials and the catalyst for the reaction are clean and non-toxic and has small pollution to the environment.

A comparative study of amide-bond forming reagents in aqueous media – Substrate scope and reagent compatibility

A survey of amidation reagents demonstrating DIC-HOPO, DMT-MM, COMU-collidine, TPTU-NMI, EEDQ, CDI and EDC-Oxyma to be effective for the coupling of carboxylic acids with amines in the presence of water and the absence of problematic dipolar aprotic solvents is reported. DMT-MM was shown to provide the best yields for the coupling of a secondary amine, TPTU-NMI and COMU-collidine for aniline, whilst the combination of DIC with HOPO afforded the broadest substrate scope and the highest yields for a sterically demanding carboxylic acid.

Palladium-catalyzed highly regioselective hydroaminocarbonylation of aromatic alkenes to branched amides

Pd(t-Bu3P)2 has been successfully identified as an efficient catalyst for the hydroaminocarbonylation of aromatic alkenes to branched amides under relatively mild reaction conditions. With hydroxylamine hydrochloride as an additive,

Amide α,β-Dehydrogenation Using Allyl-Palladium Catalysis and a Hindered Monodentate Anilide

A practical and direct method for the α,β-dehydrogenation of amides is reported using allyl-palladium catalysis. Critical to the success of this process was the synthesis and application of a novel lithium N-cyclohexyl anilide (LiCyan). The reaction conditions tolerate a wide variety of substrates, including those with acidic heteroatom nucleophiles.

Palladium-catalyzed hydroaminocarbonylation of alkenes with amines promoted by weak acid

The weak acid has been identified as an efficient basicity-mask to overcome the basicity barrier imparted by aliphatic amines in the Pd-catalyzed hydroaminocarbonylation, which enables both aromatic and aliphatic amines to be applicable in the palladium-catalyzed hydroaminocarbonylation reaction. Notably, by using this protocol, the marketed herbicide of Propanil and drug of Fentanyl could be easily obtained in a one-pot manner.

Comprehensive Study of the Organic-Solvent-Free CDI-Mediated Acylation of Various Nucleophiles by Mechanochemistry

Acylation reactions are ubiquitous in the synthesis of natural products and biologically active compounds. Unfortunately, these reactions often require the use of large quantities of volatile and/or toxic solvents, either for the reaction, purification or isolation of the products. Herein we describe and discuss the possibility of completely eliminating the use of organic solvents for the synthesis, purification and isolation of products resulting from the acylation of amines and other nucleophiles. Thus, utilisation of N,N′-carbonyldiimidazole (CDI) allows efficient coupling between carboxylic acids and various nucleophiles under solvent-free mechanical agitation, and water-assisted grinding enables both the purification and isolation of pure products. Critical parameters such as the physical state and water solubility of the products, milling material, type of agitation (vibratory or planetary) as well as contamination from wear are analysed and discussed. In addition, original organic-solvent-free conditions are proposed to overcome the limitations of this approach. The calculations of various green metrics are included, highlighting the particularly low environmental impact of this strategy.