Journal ArticleDOI
Recent developments in multicomponent synthesis of structurally diversified tetrahydropyridines
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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.read more
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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.
Journal ArticleDOI
Multicomponent Mannich reactions: General aspects, methodologies and applications
João Francisco Allochio Filho,Bárbara C. Lemos,Acácio S. de Souza,Sergio Pinheiro,Sandro J. Greco +4 more
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.
Journal ArticleDOI
Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining.
Haline Gerica de Oliveira Alvim,José R. Corrêa,José Antonio Fagundes Assumpção,Wender A. Silva,Marcelo O. Rodrigues,Julio L. de Macedo,Mariana Fioramonte,Fabio C. Gozzo,Claudia C. Gatto,Brenno A. D. Neto +9 more
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.
Journal ArticleDOI
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
Sc(OTf)3-Catalyzed Three-Component Cyclization of Arylamines, β,γ-Unsaturated α-Ketoesters, and 1,3-Dicarbonyl Compounds for the Synthesis of Highly Substituted 1,4-Dihydropyridines and Tetrahydropyridines
TL;DR: A Sc(OTf)3-catalyzed three-component cyclization reaction of arylamines, β,γ-unsaturated α-ketoesters and 1,3-dicarbonyl compounds was developed to synthesize highly substituted 1,4-dihydropyridines and fused bicyclic tetrahydropYRidines carrying a quaternary all-carbon center.
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Zinc Hydrogen Sulfate Promoted Multi-component Preparation of Highly Functionalized Piperidines
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Phase transfer methodology for the synthesis of substituted stilbenes under Knoevenagel condensation condition
TL;DR: In this paper, the use of phase transfer catalyst (PTC) for the Knoevenagel condensation in the synthesis of several substituted stilbenes derived from weak acidic substrates such as p -nitro toluene and phenylacetonitrile with benzaldehyde using TBAB or 18-crown-6 as PTCs was described.
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Metal-Free, One-Pot, Rapid Synthesis of Tetrahydropyridines Using Acetic Acid as Solvent and Catalyst at Room Temperature
Umamahesh Balijapalli,Sathishkumar Munusamy,Karthikeyan Natesan Sundaramoorthy,Sathiyanarayanan Kulathu Iyer +3 more
TL;DR: In this article, an acetic acid-promoted, one-pot synthesis of tetrahydropyridines has been developed under metal-catalyst-free conditions via a tandem reaction.
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Optimization of Three- and Four-Component Reactions for Polysubstituted Piperidines: Application to the Synthesis and Preliminary Biological Screening of a Prototype Library
Agnieszka Ulaczyk-Lesanko,Eric Pelletier,Maria Lee,Heino Prinz,Herbert Waldmann,Dennis G. Hall +5 more
TL;DR: It is demonstrated that piperidines of type 7 display the right physical properties to be assayed effectively in high-throughput enzymatic tests and can be screened against a panel of phosphatase enzymes.