3796-79-0

Upstream product

• 201230-82-2 carbon monoxide 
• 768-93-4 1-iodoadamantane 
• 62-53-3 aniline 
• 711-01-3 methyl adamantane-1-carboxylate 
• 15897-81-1 adamantane-2-carboxylic acid 
• 828-51-3 1-Adamantanecarboxylic acid 
• 98-95-3 nitrobenzene 
• 2094-73-7 ethyl 1-adamantanecarboxylate 
• 139143-53-6 1-(adamantane-1-carbonyl)pyrrolidin-2-one 
• 59497-25-5 (3r,5r,7r)-adamantan-1-yl(1H-benzo[d][1,2,3]triazol-1-yl)methanone 
• 95-14-7 1,2,3-Benzotriazole 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 17846-15-0 adamantane-1-carbohydrazide 
• 55-21-0 benzamide 

Downstream Products

• 23893-58-5 2-adamantan-1-yl-2-ethoxy-3-phenyl-oxazolidine-4,5-dione 
• 28954-92-9 N-phenyl-1-adamantanemethylamine hydrochloride 

Relevant academic research and scientific papers

Fabrication of AIE-active amphiphilic fluorescent polymeric nanoparticles through host-guest interaction

Fluorescent polymeric nanoparticles (FPNs) have obtained more and more attention in recent years due to their excellent performance in the fields of bioimaging, biosensing, theranostics and many other biomedical applications. In this work, we reported a novel method to fabricate amphiphilic fluorescent copolymers through host-guest interactions based on an aggregation-induced emission (AIE) active dye (named as Ad-PhNH2) and β cyclodextrin (β-CD) contained polymers, which were synthesized by free radical polymerization and subsequent ring-opening reaction. These AIE active copolymers can self assemble into FPNs (named as PEGMA-IA-β-CD/Ad-PhNH2) due to their amphiphilic properties. The hydrophobic dye was aggregated in the core and therefore can emit strong fluorescent intensity due to its AIE feature. However, the hydrophilic polymers that covered the hydrophobic core can endow good dispersibility in pure aqueous solution. Biological evaluation results demonstrated that PEGMA-IA-β-CD/Ad-PhNH2 FPNs can be effectively internalized into cells and they have shown low cytotoxicity. More importantly, the molar ratio of β-CD to Ad-PhNH2 can be facilely adjusted and the surplus β-CD can be used for carrying chemical anticancer agents. Furthermore, a large number of carboxyl groups were generated during the ring opening reaction. These negative carboxyl groups can be potentially used for further conjugation reactions and for biological delivery. The above described features of PEGMA-IA-β-CD/Ad-PhNH2 FPNs make them a prospect in biological imaging and delivery applications.

Modernized low pressure carbonylation methods in batch and flow employing common acids as a CO source

Carbonylation reactions, such as Heck, Sonogashira, and radical carbonylations, were successfully carried out in a two-chamber reactor where carbon monoxide was produced ex situ by the Morgan reaction (dehydration of formic acid by sulfuric acid). By a subsequent application in a microflow system using a tube-in-tube reactor where gas-permeable Teflon AF2400 was used as the inner tube, it is demonstrated that formic acid/sulfuric acid can be employed concomitantly with an amine base such as triethylamine in the Heck aminocarbonylation of aryl iodide.

Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Iron-catalyzed oxidative amidation of acylhydrazines with amines

A new approach for amide bond formation via a mild and efficient Iron-catalyzed cross-coupling reaction of acylhydrazines and amines using TBHP as oxidant is described. This protocol is compatible with a wide range of amines and acylhydrazines. In addition, the synthetic application of the reaction is presented.

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.

Chromium-catalyzed ligand-free amidation of esters with anilines

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.

Hypervalent Iodine Reagent-Promoted Hofmann-Type Rearrangement/Carboxylation of Primary Amides

A novel transformation of primary amides to secondary amides promoted by hypervalent iodine reagents was developed. The hypervalent iodine reagent-mediated Hofmann-type rearrangement generated an isocyanate intermediate, which was subsequently trapped by an in situ generated carboxylic acid from the hypervalent iodine reagent to provide the corresponding secondary amides. This method provided a facile and efficient route for the synthesis of secondary amides from primary amides and also revealed novel reactivities of hypervalent iodine reagents.

Catalytic Synthesis of N-Aryladamantane-1-carboxamides Using Phosphorus Trichloride

Abstract: N-Aryl(benzyl)adamantane-1-carboxamides were synthesized in 54–87% yields by reaction of adamantane-1-carboxylic acid with aromatic amines in the presence of phosphorus trichloride, 4-dimethylaminopyridine, and triethylamine on heating at 80°C for 8 h.

Synergistic Copper-Catalyzed Reductive Aminocarbonylation of Alkyl Iodides with Nitroarenes

We have developed a Cu-catalyzed reductive aminocarbonylation of alkyl iodides using nitroarenes as the nitrogen source. The reaction proceeds with a single copper catalyst playing dual roles of synergistically mediating both carbonylation of alkyl iodide

Alkyllithium Compounds Bearing Electrophilic Functional Groups: A Flash Chemistry Approach

Flash chemistry based on flow microreactor systems allowed alkyllithiums bearing electrophilic functional groups to be successfully generated and used for subsequent reactions. The series of reactions with high reactivity was achieved by extremely accurate control over residence time in a controlled and selective manner.