14435-89-3

Upstream product

• 3693-53-6 N,N'-methanediyl-bis-carbamic acid diethyl ester 
• 99408-66-9 3,5-diphenyl-4-aza-2,4-heptadiene 
• 93-55-0 1-phenyl-propan-1-one 
• 133145-92-3 1-phenylpropan-1-one O-acetyl oxime 
• 68-12-2 N,N-dimethyl-formamide 
• 1522130-31-9 C₁₂H₁₅NO₂ 
• 1609574-71-1 C₁₄H₁₉NO₂ 
• 14688-33-6 propeophenoneoxime benzoyl ester 
• 2157-50-8 propiophenone oxime 
• 67-68-5 dimethyl sulfoxide 
• 83126-01-6 (E)-1-(3-bromo-2-methylprop-1-en-1-yl)benzene 
• 56-40-6 glycine 
• 516-06-3 D,L-valine 
• 328-39-2 LEUCINE 

Relevant academic research and scientific papers

Palladium-Mediated Tandem Isomerization-Methylenation of Allyl Alcohols: One-Pot Synthesis of 1,5-Diketones

A novel methodology for the synthesis of 1,5-diketones through a one-pot isomerization-methylenation of a variety of allylic alcohols has been established for the first time. This methodology utilizes commercially available palladium acetate and easily accessible BINOL phosphoric acid. Both isomerization of allylic alcohol and oxidation of methanol occurred through a single catalyst. The practical utility of the methodology has been shown by synthesizing substituted pyridines via sequential addition. Mechanistic investigation reveals the isomerization of allylic alcohols to the corresponding ketone, which ultimately undergoes methylenation, leading to 1,5-diketones, having H2 and H2O as the only byproduct.

Cobalt(II)porphyrin-Mediated Selective Synthesis of 1,5-Diketones via an Interrupted-Borrowing Hydrogen Strategy Using Methanol as a C1 Source

A novel cobalt(II)porphyrin-mediated acceptorless dehydrogenation of methanol is reported for the first time. This methodology has been applied for the coupling of a variety of ketones with methanol to produce 1,5-diketones along with H2 and H2O as the environment friendly byproducts. This paradigm was also demonstrated for a one-pot synthesis of substituted pyridines using a sequential addition protocol where the 1,5-diketones were generated in situ. From many experiments including those involving deuterium labeling, it is proposed that protonated cobalt(II)porphyrin methoxide complex acts as an intermediate to generate formaldehyde along with a metal hydride.

Pd-Catalyzed Decarboxylation and Dual C(sp3)-H Functionalization Protocols for the Synthesis of 2,4-Diarylpyridines

The Pd-catalyzed decarboxylation and dual C(sp3)-H bond functionalization approaches have been described for the preparation of symmetrical and unsymmetrical 2,4-diarylpyridines. The developed transformations were realized using nonactivated aromatic ketones and amino acids as C-N sources. The efficacy of the catalyst and reagent combination drives the transformation toward the formation of desired products with high yields and selectivity. The described reaction conditions have seduced the self-reaction of phenylalanine via [2 + 2 + 2] cycloaddition and minimized the formation of 3,5-phenylpyridine as a side product, whereas using glycine as a C-N source, the corresponding 2,6-diarylpyridines were formed as minor products.

A Method to Access Symmetrical Tetrasubstituted Pyridines via Iodine and Ammonium Persulfate Mediated [2+2+1+1]-Cycloaddition Reaction

A novel metal-free [2+2+1+1]-cycloaddition method for rapid and productive preparation of symmetrical 2,3,5,6-tetrasubstituted pyridines has been developed from α-substituted arones and N,N-dimethyl formamide (DMF) using iodine (I2) and ammonium persulfate ((NH4)2S2O8) as mediators. In this process, both DMF and (NH4)2S2O8 play a dual role for the formation of pyridines. DMF acts as the reaction medium and the C4 source (the methyl group of DMF), while (NH4)2S2O8 serves as the oxidant and nitrogen resource. Notably, this transformation exhibited a broad substrate scope towards a wide variety of different arones to give the corresponding tetrasubstituted pyridines in moderate to excellent yields. (Figure presented.).

Ruthenium-catalyzed decarboxylative and dehydrogenative formation of highly substituted pyridines from alkene-tethered isoxazol-5(4H)-ones

A ruthenium-catalyzed reaction of alkene-tethered isoxazol-5(4H)-ones affording pyridines has been developed. Di-, tri-, and tetrasubstituted pyridines were obtained from various isoxazolones in good yields.

An Efficient Synthesis of Polysubstituted Pyridines via C sp 3 -H Oxidation and C-S Cleavage of Dimethyl Sulfoxide

An expedient cleavage of the C-S bond of dimethyl sulfoxide (DMSO) has been developed for the preparation of substituted pyridines from ketones. In this transformation, the co-product formic acid was formed from ammonium formate, which acted as an important catalyst for the reaction. Notably, this transformation exhibited a broad substrate scope towards a wide variety of different ketones to give the corresponding substituted pyridines in high yields. Mechanistic studies suggested that dimethyl sulfoxide delivered a methylene fragment, which was subsequently captured in situ to give a pyridine.

Ammonium iodide-promoted cyclization of ketones with DMSO and ammonium acetate for synthesis of substituted pyridines

A simple and efficient method has been developed for the synthesis of symmetrical and unsymmetrical pyridines via NH4I-promoted cyclization of ketones with DMSO and NH4OAc. It was found that methyl ketones always gave selective forma

Ruthenium-catalyzed cyclization of ketoxime acetates with DMF for synthesis of symmetrical pyridines

A novel ruthenium-catalyzed cyclization of ketoxime carboxylates with N,N-dimethylformamide (DMF) for the synthesis of tetrasubstituted symmetrical pyridines has been developed. A methyl carbon on DMF performed as a source of a one carbon synthon. And NaHSO3 plays a role in the reaction.

Simple selective synthesis of 2,4- and 2,6-diarylpyridines through metal-free cyclocondensation of aromatic ketones with ammonium acetate

A simple and selective one-pot synthesis of 2,4- and 2,6-diarylpyridines through the cyclocondensation reaction of aromatic ketones with ammonium acetate has been developed. The procedure is metal-free, convenient, and efficient, and the substrates are re