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Upstream product

• 1539-57-7 diethyl 2,6-dimethyl-4-benzyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 141-97-9 ethyl acetoacetate 

Relevant academic research and scientific papers

Caro's acid supported on silica gel. Part 7: A versatile reagent for the aromatization of hantzsch 1,4-dihyropyridines under non-aqueous condition and microwave irradiation

Efficient oxidation of 1,4-dihydropyridines with Caro's acid on silica gel is achieved under nonaqueous conditions and in a domestic microwave oven. The reactions under microwave irradiation were shorter in duration and higher in yields than the reactions

Ring-contraction of hantzsch esters and their derivatives to pyrrolesviaelectrochemical extrusion of ethyl acetate out of aromatic rings

Electrochemical ring-contraction of HEs and theirs pyridine derivatives is developed to obtain polysubstituted pyrroles. This process provides an orthogonal utilization of Hantzsch esters for the well-documented application as side chain or hydrogen donors. The formal transformation shows an extrusion of ethyl acetate out of the pyridine ring in a single step. In addition to the novel transformation, we also discovered the Lewis acid's intermolecular control of regioselectivity during an intramolecular electrochemical process. The reaction provides a number of polysubstituted pyrroles that have never been accessed, including pharmaceutical intermediates and photoswitches. An unusual 4-electron continuous reduction drives the unprecedented anionic dearomatization/ring-contraction/rearomatization pathway.

Silica-supported ceric ammonium nitrate (CAN): a simple, mild and solid-supported reagent for quickest oxidative aromatization of Hantzsch 1,4-dihydropyridines

An efficient and environmentally benign methodology for the oxidative aromatization of 1,4-dihydropyridines to their corresponding pyridine derivatives is developed. The oxidative aromatization of 1,4-dihydropyridines was explored using silica-supported ceric ammonium nitrate as catalyst in CH3CN with or without sonication at room temperature. This supported catalyst acts as a more efficient oxidising reagent and offers several advantages over other reported reagents in terms of reaction time and yields. The supported reagent is found to be more efficient and selective when compared with its unsupported form. The Belousov–Zhabotinskii reaction was not observed in present reaction. The dealkylation observed in case of 4-n-alkyl/n-alkenyl with other oxidising agents is also not observed in the present case.

Building Congested Ketone: Substituted Hantzsch Ester and Nitrile as Alkylation Reagents in Photoredox Catalysis

For the first time, 4-alkyl Hantzsch esters were used to construct molecules with all-carbon quaternary centers by visible light-induced photoredox catalysis via transfer alkylation. Up to a 1500 h-1 turnover frequency was achieved in this reaction. Reactions of 4-alkyl Hantzsch nitriles as tertiary radical donors joined two contiguous all-carbon quaternary centers intermolecularly, and this chemistry was used to synthesize a common precursor of a class of hydroxysteroid dehydrogenase inhibitors.

9-Phenyl-10-methylacridinium: A highly efficient and reusable organocatalyst for mild aromatization of 1,4-dihydropyridines by molecular oxygen

(Chemical Equation Presented) The mild, efficient, and general aerobic aromatization of Hantzsch 1,4-dihydropyridines was realized at room temperature with 5 mol % of 9-phenyl-10-methylacridinium Perchlorate as the photocatalyst, which could be easily rec

Iodoxybenzoic acid (IBX): An efficient and novel oxidizing agent for the aromatization of 1,4-dihydropyridines

Hantzsch 1,4-dihydropyridines undergo smooth aromatization catalyzed by iodoxybenzoic acid (IBX) to afford the corresponding pyridine derivatives in high yields. All the reactions were carried out in DMSO solvent at 80-85 °C for a period of two to four ho

Aromatization of 1,4-dihydropyridines with selenium dioxide

1,4-Dihydropyridines were aromatized to corresponding pyridines using stoichiometric selenium dioxide at ambient temperature in a yield of 87%-98%.

Cobalt and Manganese Salts of p-Aminobenzoic Acid Supported on Silica Gel: A Versatile Catalyst for Oxidation by Molecular Oxygen

A 1:1 molar ratio of the cobalt and manganese salts of p-amino benzoic acid supported on silica gel is an effective catalyst for the oxidation of various organic compounds in reasonable yields using molecular oxygen. The catalyst can be reused several times.

Aromatization of Hantzsch 1,4-dihydropyridines with I2-MeOH

4-Alkyl or aryl substituted Hantzsch 1,4-dihydropyridines are aromatized to the corresponding pyridines in high yields by iodine in refluxing methanol. The method tolerates several substituents such as alkyl, benzyl, aryl and heterocyclic groups present i

Mechanisms of the oxidations of NAD(P)H model Hantzsch 1,4-dihydropyridines by nitric oxide and its donor N-methyl-N-nitrosotoluene-p-sulfonamide

4-Substituted derivatives of Hantzsch 1,4-dihydropyridine were treated by nitric oxide (NO) or its donor N-methyl-N-nitrosotoluene-p-sulfonamide (MNTS) to give the corresponding pyridine derivatives. When the 4-substituted group was methyl, ethyl, n-propy