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Journal ArticleDOI

Recent developments in multicomponent synthesis of structurally diversified tetrahydropyridines

Md. Musawwer Khan, +3 more
- 26 Apr 2016 - 
- Vol. 6, Iss: 48, pp 42045-42061
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TLDR
In this article, a review of the advancement made in the field of multicomponent synthesis of tetrahydropyridines and their derivatives of the last few years is presented.
Abstract
Tetrahydropyridines (THPDs) have been recognized as a major constituent of naturally occurring alkaloids. Being heterocyclic nitrogenous compounds, they therefore display robust biological and pharmacological profiles. In this context, they are fascinating synthetic targets in synthetic chemistry and as a consequence of this their synthesis through simple and convenient tactics has emerged as an important and challenging task. To meet such challenge, multicomponent reactions (MCRs) are employed as an excellent tool for achieving compounds containing complex diversity in single step and production of their vast libraries. This review represents the advancement made in the field of multicomponent synthesis of THPDs and their derivatives of the last few years.

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Mechanochemical synthesis of small organic molecules.

TL;DR: A collection of examples on recent developments in organic bond formation reactions like carbon–carbon, carbon–nitrogen (C–N), carbon–oxygen (C-O), carbon-halogen (C –X), etc. is documented.
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Multicomponent Mannich reactions: General aspects, methodologies and applications

TL;DR: The multicomponent Mannich reaction is a green and classical method for the preparation of β-aminoketones and β-aminoaldehydes (Mannich bases) and, as such, is one of the most important reactions in organic chemistry as discussed by the authors.
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Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining.

TL;DR: The current manuscript describes the use of a heteropolyacid-containing task-specific ionic liquid, supported in imidazolium-based ionic liquids, as the catalyst for an efficient multicomponent synthesis of hexahydroimidazo[1,2-α]pyridine derivatives.
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Mechanistic knowledge and noncovalent interactions as the key features for enantioselective catalysed multicomponent reactions: a critical review

TL;DR: The problems of a lack of mechanistic knowledge and the importance of the rational design of new catalytic systems, considering the possible noncovalent interactions aimed towards designing "flexible" and adaptative catalysts to fit the key intermediates and reagents, are discussed in light of new concepts and trends.
Journal ArticleDOI

Synthesis of functionalized dihydro-2-oxypyrroles and tetrahydropyridines using 2,6-pyridinedicarboxylic acid as an efficient and mild organocatalyst

TL;DR: In this article, simple and efficient protocols have been developed for the synthesis of diversely functionalized dihydro-2-oxypyrroles and tetrahydropyridines.
References
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Journal ArticleDOI

Effects of Substituents in the β-Position of 1,3-Dicarbonyl Compounds in Bromodimethylsulfonium Bromide-Catalyzed Multicomponent Reactions : A Facile Access to Functionalized Piperidines

TL;DR: A synthetic study and mechanistic proposal on the conversion of aromatic aldehyde, amine, and 1,3-dicarbonyl compounds in the presence of a catalytic amount of BDMS leads to the formation of Mannich-type product A when R is a non-enolizable carbon or an alkoxy group.
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Cerium Ammonium Nitrate-Catalyzed Multicomponent Reaction for Efficient Synthesis of Functionalized Tetrahydropyridines

TL;DR: A series of pharmacologically interesting substituted piperidine derivatives were obtained in moderate to good yields at room temperature by a multicomponent condensation reaction of β-keto ester, aromatic aldehyde, and two equivalents of amine in the presence of a catalytic amount of cerium ammonium nitrate.
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Bismuth nitrate-catalyzed multicomponent reaction for efficient and one-pot synthesis of densely functionalized piperidine scaffolds at room temperature

TL;DR: In this paper, a simple, straightforward, and highly efficient diastereoselective multicomponent one-pot synthesis of a series of pharmaceutically interesting functionalized piperidine derivatives has been developed based on a low-cost and environmentally benign Bi(NO3)3·5H2O catalyst via tandem reactions of 1,3-dicarbonyl compounds, aromatic aldehydes, and various amines in ethanol at room temperature.
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Iodine catalyzed one-pot five-component reactions for direct synthesis of densely functionalized piperidines

TL;DR: This methodology provides an alternative approach for easy access of highly and fully substituted piperidines in moderate to good yields using three readily available starting materials and is environmentally friendly as compared to the existing methods.
Journal ArticleDOI

Pot, atom and step economic (PASE) synthesis of highly functionalized piperidines: a five-component condensation

TL;DR: In this paper, the diastereoselective pot, atom and step economic (PASE) synthesis of highly functionalized piperidines has been realized, which simply involves mixing methyl acetoacetate, 2 equiv of aldehyde and 2 equaliv of aniline together in the presence of InCl3.
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