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Relevant academic research and scientific papers

Multi-substituted pyridine derivative and its preparation method

The invention discloses a polysubstituted pyridine derivative and a preparation method thereof. The derivative has a structure as shown in specification, wherein R1, R2, R3, R4 and R5 all are any one selected from hydrogen atom, halogen atom, alkyl, aryl, substituted aryl, acyl, amino, nitryl and alkoxy; the invention also discloses a preparation method of the polysubstituted pyridine derivative; the preparation method comprises the following steps: by taking acetyenic ketone and 1-arylethylamine as raw materials, and under the action of appropriate alkali, heating to have a reaction in the solvent to obtain the polysubstituted pyridine derivative as shown in the formula at high yield. The preparation method is mild in reaction condition, short in reaction time, wide in substrate range, high in reaction specifity, high in yield and simple in after-treatment.

Synthesis of Highly Substituted Pyridines through Copper-Catalyzed Condensation of Oximes and α,β-Unsaturated Imines

A copper-catalyzed condensation reaction of oxime acetates and α,β-unsaturated ketimines to give pyridine derivatives is reported. The reaction features mild conditions, high functional-group compatibility, and high regioselectivity with respect to unsymmetrical oxime acetates, thus allowing the preparation of a wide range of polysubstituted pyridines, many of which are not readily accessible by conventional condensation methods.

Base-Promoted β-C(sp3)-H Functionalization of Enaminones: An Approach to Polysubstituted Pyridines

A convenient one-pot base-promoted synthesis of polysubstituted pyridines from 1-arylethylamines and ynones through the direct β-C(sp3)-H functionalization of enaminones under metal-free conditions has been developed. An intermolecular Michael addition reaction and an intramolecular condensation were involved in this procedure, which features high regioselectivity, high efficiency, and environmental friendliness. Various polysubstituted pyridines were provided in up to 92% yield for 34 examples.

Highly functionalized pyridines synthesis from N-sulfonyl ketimines and alkynes using the N-S bond as an internal oxidant

The N-S bond-based internal oxidant offers a distinct approach for the synthesis of highly functionalized pyridines. A novel Rh(III)-catalyzed one-pot process undergoes an efficient C-C/C-N bond formation along with desulfonylation under very mild conditions. The method is quite simple, general, and efficient.

Synthesis of multisubstituted pyridines

By utilizing amino allenes, aldehydes, and aryl iodides as readily available building blocks, a simple and modular synthesis of multisubstituted pyridines with flexible control over the substitution pattern has been achieved. The method employs a two-step

A Novel Formation of Phenyl-Substituted Pyridines by the Reaction of N-(Diphenylphosphinyl)-1-azaallyl Anions with α,β-Unsaturated Carbonyl Compounds. A New Synthetic Equivalent of Primary Vinylamines

The N-phosphinyl-1-azaallyl anions, which were derived from the corresponding imine or enamine reacted with α,β-unsaturated carbonyl compounds to afford phenyl-substituted pyridines along with 1-propanone and 1,5-pentanedione derivatives.A plausible mechanism involving a sequence of Michael addition and intramolecular aza-Horner-Wittig reaction is described, and the 1-azaallyl anions were found to behave as a synthetic equivalent of primary vinylamines.

Photochemical Reaction of 2,4,4,6-Tetrasubstituted 1,4-Dihydropyridines in Deaerated Media: Photocolouration and Photorearrangement accompanying Dehydrogenation

The photochemical colour change of 2,2,4,6-tetraphenyl-1,4-dihydropyridine (1) in deaerated solutions from colourless to violet, which has been reported as a photochromic phenomenon, was found to be an irreversible change and to give 2,3,4,6-tetraphenylpy

ETUDE DE LA REACTIVITE DE L'ION AZTURE VIS A VIS DE CATIONS HETEROCYCLIQUES-III REARRANGEMENTS THERMIQUES ET PHOTOCHIMIQUES DES AZIDES COVALENTS RESULTANT DE L'ION AZOTURE SUR DES CATIONS PYRYLIUM ET THIOPYRYLIUM DIVERSEMENT SUBSTITUES. NOUVEL ACCES A DES HETEROAZEPINES

Azidopyrans rearrange at room temperature to 1,3-oxazepins but azidothiopyrans need heating to form unstable thiazepins. these intermediate thiazepins give the competitive formation of the corresponding pyridines after sulphur extrusion or of the corresponding thiophens after elimination of benzonitrile. Photochemical attempts to obtain thiazepins from azidothiopyrans were unsuccessful.

Kinetics and Mechanism of Nucleophilic Displacements with Heterocycles as Leaving Groups. Part 8. Conductimetric and Spectrophotometric Rate Constants for the Reactions of Pyridimium and Related Cations with Piperidine in Chlorobenzene

A conductimetric method is developed to obtain rates for the title reactions for which the spectrophotometric method fails.It gives equivalent results.NN'-Dimethylthiourea displaces heterocyclic leaving groups at rates similar to those for piperidine.Compared with α-hydrogen, α-methyl groups render pyridine a less effective leaving group, whereas α-ethoxycarbonyl groups show a large rate enhancement.

Kinetics and Mechanisms of Nucleophilic Displacements with Heterocycles as Leaving Groups. 2. N-Benzylpyridinium Cations: Rate Variation with Steric Effects in the Leaving Group

N-Benzyl groups are transferred to piperidine from pyridinium ions by unimolecular SN1 and/or bimolecular SN2 mechanisms.Steric acceleration by α-phenyl groups is reduced by an adjacent β-methyl group but increased by constraining th