14377-63-0

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Ethanedione, 1-phenyl-2-(1-piperidinyl)-Piperidine, 1-(oxophenylacetyl)(9CI) is used as a key intermediate in the synthesis of various pharmaceuticals and research chemicals. Its unique structure and properties make it a promising candidate for the development of new therapeutic agents.
Used in Analgesic and Anesthetic Agents:
In the field of pain management, 1,2-Ethanedione, 1-phenyl-2-(1-piperidinyl)-Piperidine, 1-(oxophenylacetyl)(9CI) is used as a precursor for the development of analgesic and anesthetic agents. Its potential analgesic and anesthetic properties make it a valuable component in the creation of medications aimed at alleviating pain and inducing anesthesia.
Used in Anticonvulsant and Anti-Inflammatory Agents:
1,2-Ethanedione, 1-phenyl-2-(1-piperidinyl)-Piperidine, 1-(oxophenylacetyl)(9CI) is also used in the development of anticonvulsant and anti-inflammatory agents. Its potential anticonvulsant properties make it a promising candidate for the treatment of epilepsy and other seizure disorders, while its anti-inflammatory properties may contribute to the development of medications for the treatment of inflammatory conditions.
Used in Research and Development:
In the realm of scientific research, 1,2-Ethanedione, 1-phenyl-2-(1-piperidinyl)-Piperidine, 1-(oxophenylacetyl)(9CI) is used as a research chemical to study its properties and potential applications. Researchers utilize 1,2-Ethanedione, 1-phenyl-2-(1-piperidinyl)- Piperidine, 1-(oxophenylacetyl)- (9CI) to explore its interactions with biological systems and to investigate its potential as a therapeutic agent in various medical conditions.

Upstream product

• 110-89-4 piperidine 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 108-86-1 bromobenzene 
• 201230-82-2 carbon monoxide 
• 591-50-4 iodobenzene 
• 779-52-2 1-phenyl-2-piperidin-1-yl-ethanone 
• 17506-94-4 1-<(piperidin-1-ylcarbonyl)carbonyl>piperidine 
• 591-51-5 phenyllithium 
• 13665-04-8 2,2-dibromoacetophenone 
• 4636-16-2 iodoacetophenone 
• 98-86-2 acetophenone 
• 2591-86-8 N-Formylpiperidine 
• 4079-52-1 methoxymethyl phenyl ketone 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 

Downstream Products

• 95683-48-0 N-<α-(piperidinocarbonyl)benzylidene>trimethylsilylmethylamine 
• 109894-09-9 1,1,6,6-Tetraphenyl-hexa-2,4-diyne-1,6-diol; compound with 1-phenyl-2-piperidin-1-yl-ethane-1,2-dione 
• 113397-24-3 Biphenyl-2,2'-dicarboxylic acid bis-dicyclohexylamide; compound with 1-phenyl-2-piperidin-1-yl-ethane-1,2-dione 
• 102423-80-3 2-hydroxy-2-phenyl-1-(piperidin-1-yl)ethan-1-one 
• 21675-04-7 (6S,7R)-7-Hydroxy-7-phenyl-1-aza-bicyclo[4.2.0]octan-8-one 
• 19199-47-4 2-phenyl-1-(piperidin-1-yl)prop-2-en-1-one 
• 1269088-45-0 1-(3-iodophenylglyoxylyl)piperidine 

Relevant academic research and scientific papers

Mesoporous poly-melamine-formaldehyde stabilized palladium nanoparticle (Pd@mPMF) catalyzed mono and double carbonylation of aryl halides with amines

A new mesoporous poly-melamine-formaldehyde material supported Pd nano catalyst (mPMF-Pd0) has been synthesized and characterized by thermogravimetric analysis (TGA), powder X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray spectrometry (EDS), high-resolution transmission electron microscopy (HRTEM), UV-vis diffuse reflection spectroscopy (DRS), Raman spectroscopy, X-ray photoelectron spectroscopy (XPS) and a N2 adsorption study. The mPMF-Pd0 material showed very good catalytic activity in the field of mono and double amino carbonylation of aryl bromides/iodides. Moreover, the catalyst is easily recoverable and can be reused six times without appreciable loss of catalytic activity in the above reactions. So, the highly dispersed and strongly bound palladium(0) sites in the mPMF-Pd0 could be responsible for the observed high activities. Due to strong binding with the functional groups of the polymer, no evidence of leached Pd from the catalyst during the course of reaction occurred, suggesting true heterogeneity in the catalytic process. This journal is

CATALYTIC DOUBLE CARBONYLATION OF ORGANOHALOGEN COMPOUNDS PROMOTED BY PALLADIUM COMPLEXES

Various organohalogen compounds can be catalytically converted into α-keto amides on reaction with carbon monoxide and amines.Tertiary phosphine-coordinated palladium compounds are particularly suitable as the double carbonylation catalyst.

Ligand-free Zn-catalyzed double carbonylation of aryl iodides with secondary amines: A simple and efficient approach to access α-ketoamides

Herein, we report a Zinc catalyzed double carbonylation of aryl iodides with secondary amines under CO pressure for the synthesis of α-ketoamides in good to excellent yields. This methodology provides a simple and economic approach to derivatize useful α-

Preparation method of alpha-carbonyl amide compound

The invention discloses a preparation method of an alpha-carbonyl amide compound. The method comprises the following steps: under the action of a catalyst, taking oxygen as an oxidant, and carrying out oxidative amidation reaction on an alpha-diazoketone compound shown in a chemical formula 2 and a cyclic secondary amine compound shown in a chemical formula 3 in an organic solvent to obtain the alpha-carbonyl amide compound shown in a chemical formula 1, wherein the formulas 1, 2 and 3 are also shown in the speification. According to the preparation method disclosed by the invention, the alpha-carbonyl amide compound is obtained by taking oxygen as the oxidizing agent and catalyzing alpha-diazoketone and cyclic secondary amine to be subjected to oxidative amidation reaction through cuprous iodide, the reaction condition is mild, the reaction time is short, and the byproduct of the reaction is only nitrogen, so that the method is an effective way for green and efficient preparation of the alpha-carbonyl amide compound.

Diversification of α-ketoamides: Via transamidation reactions with alkyl and benzyl amines at room temperature

A wide range of N-tosyl α-ketoamides underwent transamidation with various alkyl amines in the absence of a catalyst, base, or additive. On the other hand, transamidation in N-Boc α-ketoamides was achieved in the presence of Cs2CO3. The reactions proceede

Cobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and α-Ketoamides

A widely applicable approach was developed to synthesize ketones, esters, amides via the oxidative C?C bond cleavage of readily available alkyl aldehydes. Green and abundant molecular oxygen (O2) was used as the oxidant, and base metals (cobalt and copper) were used as the catalysts. This strategy can be extended to the one-pot synthesis of ketones from primary alcohols and α-ketoamides from aldehydes.

Pd-Catalyst Containing a Hemilabile P,C-Hybrid Ligand in Amino Dicarbonylation of Aryl Halides for Synthesis of α-Ketoamides

The amino dicarbonylation of aryl halides affording α-ketoamides with Pd catalysts is highly dependent on the stereoelectronic properties of the involved ligands. Ionic diphosphine ligand L4 can serve as precursor of a hemilabile P,C (phosphine, carbene)-hybrid ligand to form a stable Pd(II)-complex, Pd-L4. In contrast, analogues L1-L3 with a similar 1-(thiophen-3-yl)-benzimidazolyl skeleton behave as typical (mono/di)phosphines. The catalytic system resulting from the complexation of PdCl2(MeCN)2 and L4 exhibits good catalytic performance in terms of aryl iodides conversion (81-95%) and α-ketoamide selectivity (80-91%), as well as the available recyclability in the RTIL of [Bpy]BF4. The in situ FT-IR analysis reveals that the PdCl2(MeCN)2-L4 catalytic system favors the amino dicarbonylation toward α-ketoamides according to the proposed mechanism of cycle I, which involves two independent CO-insertion steps.

Palladium nanoparticles on a pyridinium supported ionic liquid phase: a recyclable and low-leaching palladium catalyst for aminocarbonylation reactions

A new SILP (Supported Ionic Liquid Phase) palladium catalyst was prepared and characterized by 13C and 29Si CP MAS NMR, DTG, FTIR and TEM. The presence of the grafted pyridinium cations on the surface of the support was found to result in the formation of highly dispersed Pd nanoparticles with their diameter in the range of 1-2 nm. The catalyst was proved to be active not only in the aminocarbonylation of some model compounds but also in the synthesis of active pharmaceutical ingredients. Catalyst recycling and palladium leaching studies were carried out for the first time in aminocarbonylations leading to CX-546(1-(1,4-benzodioxan-6-ylcarbonyl)piperidine), Moclobemide, Nikethamide and a precursor of Finasteride. The latter reaction proves that not only aryl iodides but also an iodoalkene can be converted into the products with the help of the heterogeneous catalyst. The results show that the conditions should be always fine-tuned in the reactions of different substrates to achieve optimal results. Palladium loss was also observed to depend considerably on the nature of the reaction partners. This journal is

C-H/C-C Functionalization Approach to N-Fused Heterocycles from Saturated Azacycles

Herein we report the synthesis of substituted indolizidines and related N-fused bicycles from simple saturated cyclic amines through sequential C-H and C-C bond functionalizations. Inspired by the Norrish-Yang Type II reaction, C-H functionalization of azacycles is achieved by forming α-hydroxy-β-lactams from precursor α-ketoamide derivatives under mild, visible light conditions. Selective cleavage of the distal C(sp2)-C(sp3) bond in α-hydroxy-β-lactams using a Rh-complex leads to α-acyl intermediates which undergo sequential Rh-catalyzed decarbonylation, 1,4-addition to an electrophile, and aldol cyclization, to afford N-fused bicycles including indolizidines. Computational studies provide mechanistic insight into the observed positional selectivity of C-C cleavage, which depends strongly on the groups bound to Rh trans to the phosphine ligand.

Cu-Catalyzed aerobic oxidative cleavage of C(sp3)–C(sp3) bond: Synthesis of α-ketoamides

A novel synthesis of α-ketoamides from Cu-catalyzed aerobic oxidative C(sp3)–C(sp3) bond cleavage of hydrocinnamaldehydes has been developed. Readily available and environmentally benign oxygen is used as the oxidant. This reaction avoids the use of noble metal catalysts or specialized oxidants, and chemoselectively yields α-ketoamide. Moreover, based on various control experiments, a reasonable mechanism is proposed.