Synthesis Of Tetrahydropyridines Research Articles

Nitrogen-doped Graphene Oxide: Production and its Applications in Onepot Five-component Reaction of Highly Substituted Tetrahydropyridines

Abstract: This article proposes a new and facile method to prepare a Carbon-based catalyst entitled graphene oxide quantum dots that contain nitrogen-doped groups (GOQDs-N-doped) and which are bioactive and safe possessing economical free transition metal properties. In this study, GOQDs-N-doped was synthesized by means of the pyrolysis of citric acid at 180 °C in the presence of ammonia. The prepared catalyst which embodies an amorph and 3D structure acts similar to nano reactors and was successfully used in the synthesis of Tetrahydropyridines (THP) derivatives with antimicrobial, anticancer, antifungal and antialzheimer properties through five-component reactions. We believe that the production of affordable and green carbocatalysts to be used in multi-component reactions and in chemical and pharmaceutical industries can be promising. Finally, we were able to synthesize highly substituted and efficient Tetrahydroperidines by utilizing laboratory-produced carbocatalysts.

Nanomagnetic catalysis (Fe3O4@S–TiO2): a novel magnetically nano catalyst for the synthesis of new highly substituted tetrahydropyridine derivatives under solvent-free conditions

A novel nanomagnetic catalyst (Fe3O4@S–TiO2) was prepared by the hydrothermal method. At the first, Fe3O4 nanoparticles were synthesized, then iron oxide nanoparticles (IONPs) were dispersed in ethanol solution, followed by the addition of titanium isopropoxide and thiourea to modify IONPs. The synthesized magnetically green catalyst has been characterized by various methods (TEM, SEM, EDS, XRD, VSM and FTIR). These techniques approved that the sulfur–doped titanium dioxide shell was well placed on the surface of the magnetite core. The catalytic activity of this nanocatalyst has been studied in the diastereoselective synthesis of new highly substituted tetrahydropyridine derivatives at 100 °C and under solvent-free conditions. It was confirmed that this nanocatalyst can multiply the rate of the reaction compared to the undoped Fe3O4@TiO2 and can also lead to high reaction yields. This catalyst could be easily recovered and reused without significant loss of activity over five successful runs. Besides, we proved that acetylacetone can be an acceptable and effective β-diketone in the synthesis of tetrahydropyridines in high yields.

Synthesis of Tetrahydropyridines by Enantioselective Cyclization of 1,6-Dienes

Key words tetrahydropyridines - Heck reaction - cyclization - asymmetric catalysis - iodo dienes

One-Pot Synthesis of Tetrahydropyridines on Graphene Oxide

One-Pot Synthesis of Tetrahydropyridines on Graphene Oxide

ChemInform Abstract: Synthesis of Tetrahydropyridines from Morita—Baylis—Hillman Acetates of α,β‐Unsaturated Aldehydes via an Intramolecular 1,6‐Conjugate Addition.

ChemInform Abstract: Synthesis of Tetrahydropyridines from Morita—Baylis—Hillman Acetates of α,β‐Unsaturated Aldehydes via an Intramolecular 1,6‐Conjugate Addition.

Synthesis of Tetrahydropyridines from Morita–Baylis–Hillman Acetates of α,β‐Unsaturated Aldehydes Via an Intramolecular 1,6‐Conjugate Addition

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Synthesis of tetrahydropyridines by one-pot multicomponent reaction using nano-sphere silica sulfuric acid

A highly efficient protocol for the synthesis of 1,2,3,4-tetrahydropyridines in the presence of nano-sphere silica sulfuric acid (NS-SSA) was used for good yields by one-pot multicomponent reaction (MCRs). The reagent nano-sphere silica sulfuric acid (NS-SSA) has several advantages, such as easy workup, nontoxicity, convenience and high yields of products.

Synthesis of tetrahydropyridines by one-pot multicomponent reaction using nano-sphere silica sulfuric acid

Synthesis of tetrahydropyridines by one-pot multicomponent reaction using nano-sphere silica sulfuric acid

ChemInform Abstract: Enantioselective Organocatalyzed Formal [4 + 2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center.

Enantioselective organocatalytic synthesis of tetrahydropyridines bearing a chiral tetrasubstituted carbon stereogenic center has been achieved. The spiro-type monoaryl phosphine catalyst, (R)-SITCP, was found to promote the formal [4+2] cycloaddition of saccharin-derived ketimines and α-methyl allenoate to afford the corresponding six-membered N-heterocycles in high yields and excellent regioselectivities with up to 93% ee.

Synthesis of Tetrahydropyridines by an Aza-Diels-Alder Reaction

Synthesis of Tetrahydropyridines by an Aza-Diels-Alder Reaction

ChemInform Abstract: A Very Efficient Cerium(IV) Ammonium Nitrate Catalyzed, Four‐Component Synthesis of Tetrahydropyridines and Its Application in the Concise Generation of Functionalized Homoquinolizine Frameworks.

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A Very Efficient Cerium(IV) Ammonium Nitrate Catalyzed, Four‐Component Synthesis of Tetrahydropyridines and Its Application in the Concise Generation of Functionalized Homoquinolizine Frameworks

Molecular diversity: A cerium(IV) ammonium nitrate (CAN) catalyzed, four-component reaction from very simple acyclic starting materials afforded densely substituted tetrahydropyridines, which were transformed into homoquinolizines by using a gamma-alkylation-ring-closing metathesis (RCM) sequence (see scheme).The cerium(IV) ammonium nitrate (CAN) catalyzed, four-component reaction between primary aliphatic amines, beta-ketoesters or beta-ketothioesters, alpha,beta-unsaturated aldehydes, and alcohols provided a very efficient and atom-economical access to substituted 6-alkoxy-2-methyl-1,4,5,6-tetrahydropyridines. These materials were then transformed into homoquinolizine derivatives in excellent yields by using a two-step sequence comprised of regioselective gamma-deprotonation-allylation and ring-closing metathesis reactions. The possibility of displacing the alkoxy group by allylsilane nucleophiles, presumably through a vinylogous acyliminium intermediate species, was also demonstrated.

Asymmetric Synthesis of Tetrahydropyridines via Diels-Alder Reaction

Asymmetric Synthesis of Tetrahydropyridines via Diels-Alder Reaction