5470-88-2

Usage

Uses

Used in Recreational Drug Industry:
(4-methylpiperidin-1-yl)(phenyl)methanone is used as a recreational drug for its psychoactive effects, which include feelings of euphoria, increased energy, and alertness. However, it also has potential for abuse and dependence, and can cause adverse effects such as increased heart rate, agitation, and psychosis. Additionally, it may have neurotoxic and cardiotoxic effects with long-term use. Due to these risks, the compound is considered a controlled substance in many countries.

Upstream product

• 626-58-4 4-methylpiperidin 
• 98-88-4 benzoyl chloride 
• 100-51-6 benzyl alcohol 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 93-89-0 benzoic acid ethyl ester 
• 611-73-4 Benzoylformic acid 
• 93-58-3 benzoic acid methyl ester 
• 6321-23-9 4-methylcyclohexylamine 
• 75-24-1 trimethylaluminum 
• 58310-12-6 4-methyl-N-chloropiperidine 
• 98-80-6 phenylboronic acid 
• 42796-28-1 4-methyl-piperidine hydrochloride 
• 108-88-3 toluene 

Downstream Products

• 4457-72-1 3-methyl-1,5-dibromopentane 
• 100-47-0 benzonitrile 
• 19980-01-9 (4-hydroxy-4-methylpiperidin-1-yl)(phenyl)methanone 
• 19980-00-8 1-benzoyl-4-hydroxymethyl-piperidine 

Relevant academic research and scientific papers

Catalytic N-Acylation of Cyclic Amines by Arylglyoxylic Acids via Radical-Radical Cross-Coupling

A methodical mechanistic investigation allowed for the catalytic N-acylation of secondary cyclic amine counterparts by arylglyoxylic acids through radical-radical coupling. The reaction proceeds via a twofold SET-promoted Cu(I)/Cu(II) catalytic cycle under mild conditions. An analogous reaction variant allows for the N-acylation in a one-pot fashion directly starting from a secondary cyclic amine even in the presence of a second amine or hydroxy group.

Zirconium Oxide-Catalyzed Direct Amidation of Unactivated Esters under Continuous-Flow Conditions

A sustainable and environmentally benign direct amidation reaction of unactivated esters with amines has been developed in a continuous-flow system. A commercially available amorphous zirconium oxide was found to be an efficient catalyst for this reaction. While the typical amidation of esters with amines requires a stoichiometric amount of a promoter or metal activator, the present continuous-flow method enabled the direct amidation reaction under additive-free conditions with an extensive diversity towards various functional groups. High yields of the products were obtained with a nearly equimolar proportion of starting materials to reduce byproduct formation, which renders this process applicable for use in a sequential-flow system. (Figure presented.).

Carboxyesterase polypeptides for amide coupling

The present invention provides engineered carboxyesterase enzymes having improved properties as compared to a naturally occurring wild-type carboxyesterase enzymes, as well as polynucleotides encoding the engineered carboxyesterase enzymes, host cells capable of expressing the engineered carboxyesterase enzymes, and methods of using the engineered carboxyesterase enzymes in amidation reactions.

Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents

A cobalt-catalyzed decarboxylative methylation of aliphatic redox-active esters [ N-(acyloxy)phthalimides; RAEs] with trimethylaluminum under mild conditions was developed, providing a method for transforming a carboxylate group into a methyl group without redox fluctuation. Primary and secondary RAEs were both amenable substrates, whereas a tertiary RAE delivered an elimination product. Triethylaluminum was also used to deliver a decarboxylative ethylation product.

Method for decarboxylation and in-situ methylation of alkyl active carboxylic ester

The invention relates to a method for decarboxylation and in-situ methylation of alkyl active carboxylic ester. The method comprises the following step: in the presence of a cobalt catalyst, a phosphine ligand and an organic solvent, reacting alkyl active carboxylic ester with a trimethyl aluminum reagent to obtain a target methylated product. According to the provided method, trimethyl aluminum is used as a methylation reagent, so that a series of important secondary carbon and tertiary carbon centers are commercially and conveniently constructed successfully; the used carboxylate substrate is rich in source and simple to synthesize; compared with a traditional synthesis method reported before, the method avoids the use of a noble metal catalyst, and meets the requirements of green environment-friendly chemistry; the functional group compatibility is wide, the method is successfully applied to gram-scale reaction, the conversion rate is high, and the method has an important syntheticchemical value.

DECONSTRUCTIVE FUNCTIONALIZATION METHODS AND COMPOUNDS

Disclosed herein, inter alia, are deconstructive functionalization methods and compounds made using the same.

Palladium-Catalyzed Carbonylative Synthesis of Amides from Aryltriazenes under Additive-Free Conditions

An interesting palladium-catalyzed carbonylative synthesis of amides from aryltriazenes was developed. By using Pd(MeCN2)Cl2 as the catalyst precursor under CO pressure through a N2 extrusion/CO insertion sequence, a broad range of aryltriazenes were transformed into the corresponding amides in good yields with excellent functional group tolerance. Remarkably, no additives such as acids or phosphine ligands were required.

Copper-Catalyzed Carbonylative Cross-Coupling of Arylboronic Acids with N-Chloroamines for the Synthesis of Aryl Amides

A novel copper-catalyzed carbonylative cross-coupling between N-chloroamines and arylboronics acids has been developed. With copper(I) oxide as the catalyst, various desired amide compounds were produced in moderate to good yields. Functional groups such as iodide and alkene are tolerated. Notably, this is the first example of a copper-catalyzed aminocarbonylation with N-chloroamines.

Green synthesis of primary, secondary, and tertiary amides through oxidative amidation of methyl groups with amine hydrochlorides over recyclable CoFe2O4 NPs

A practical and efficient method is developed for efficient synthesis of a wide variety of 1°, 2°, and 3° amides through amidation of methylarenes with amine hydrochloride salts, over magnetic CoFe2O4 NPs as a recyclable nanocatalyst, and aqueous tert-butyl hydroperoxide as an oxidant. This economically sound amidation reaction is operationally straightforward and provides desired amides in good to excellent yields, under mild conditions.

Palladium-1,10-phenanthroline complex encaged in y zeolite: An efficient and highly recyclable heterogeneous catalyst for aminocarbonylation

A promising route for catalytic synthesis of amides by aminocarbonylation of aryl iodides with amines is described using a palladium-1,10-phenanthroline complex encaged in Y zeolite. Complete conversions for aryl iodides and good to excellent yields (71-97%) of various amides were obtained at low Pd loadings of 0.6 mol%. The turnover frequency (TOF) could be up to 139 h-1. A satisfactory yield was obtained even after the catalyst was reused 16 times and the total turnover number (TON) for the 16 cycles was up to 2250. As evidenced by atomic absorption spectrophotometry, UV-vis spectroscopy and X-ray photoelectron spectroscopy, the palladium complex could well nestle down in the supercages of the zeolite without leaching during the recycling process. The significantly enhanced recyclability could be attributed to the double-protection strategy provided by the ligand and the zeolite structure for Pd0 species generated in situ within supercages preventing the migration and leaching of palladium. The supported catalyst has the advantages of easy handing, good to excellent yields, and outstanding recycling capacity for aminocarbonylation reactions of aryl iodides.