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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Journal ArticleDOI
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
Synthèses et activités psychotropes de 3,4-diarylpipéridines. Corrélation structure-activité et recherche d'une activité antihypertensive
S Petit,JP Nallet,M Guillard,J. Dreux,Raymond Chermat,M. Poncelet,C Bulach,Pierre Simon,C Fontaine,Mariette Barthelmebs,Jean-Louis Imbs +10 more
TL;DR: In this paper, a series of 3,4-diarylpiperidines (3-phenyl piperidine) were investigated for psychotropic properties (psychostimulant, anti-depressant) using Topliss method.
Journal ArticleDOI
Cyanoacetamide MCR (III): Three-Component Gewald Reactions Revisited
TL;DR: In this paper, the authors describe general protocols for the synthesis of arrays of 2-aminothiophene-3-carboxamides from cyanoacetamides, aldehydes or ketones, and sulfur via a Gewald-3CR variation.
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A three-component reaction for diversity-oriented synthesis of polysubstituted piperidines: solution and solid-phase optimization of the first tandem aza[4+2]/allylboration.
TL;DR: The design and optimization of a simple three-component aza[4+2]/allylboration reaction to access polysubstituted alpha-hydroxyalkyl piperidines in a highly diastereocontrolled fashion from maleimides, 4-boronohydrazonodienes, and aldehydes is described.
Journal ArticleDOI
Povarov Reactions Involving 3-Aminocoumarins: Synthesis of 1,2,3,4-Tetrahydropyrido[2,3-c]coumarins and Pyrido[2,3-c]coumarins
TL;DR: A range of 1,2,3,4-tetrahydropyrido[ 2,3-c]coumarins was synthesized using a three-component version of this reaction, which involves in situ formation of the 2-azadiene component.
Journal ArticleDOI
Modulating the reactivity of functionalized N,S-ketene acetal in MCR: selective synthesis of tetrahydropyridines and thiochromeno[2,3-b]pyridines via DABCO-catalyzed tandem annulation.
TL;DR: An efficient and straightforward three-component synthetic protocol was developed to synthesize 1,2,3,4-tetrahydropyridine derivatives or thiochromeno[ 2,3-b]pyridine derivative from β-aroylthioacetanilides, aldehydes, and aroyl acetonitriles via DABCO-catalyzed tandem [3 + 2 + 1] annulation and S(N)Ar reaction.