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
VCl3 catalyzed imine-based multicomponent reactions for the facile access of functionalized tetrahydropyridines and β-amino carbonyls.
TL;DR: A simple, mild, and highly efficient method has been developed for the preparation of functionalized tetrahydropyridines and β-amino carbonyls from the multicomponent reactions involving in situ imines and vanadium (III) chloride as a Lewis acid.
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Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.
TL;DR: It was found that all hydroxy derivatives of 4-phenyl-1,2,3,6-tetrahydropyridine were about 100-10 000 times more inhibitory than MPTP to DHPR.
Journal ArticleDOI
Supramolecular Inhibition of Neurodegeneration by a Synthetic Receptor.
Shengke Li,Huanxian Chen,Xue Yang,David Bardelang,Ian Wyman,Jian-Bo Wan,Simon Ming-Yuen Lee,Ruibing Wang +7 more
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Synthesis and Antiproliferative Activity of Polysubstituted Tetrahydropyridine and Piperidin‐4‐one‐3‐carboxylate Derivatives
TL;DR: In this article, a highly atom-economic one-pot multicomponent synthesis of polysubstituted tetrahydropyridines (THPs) is described, where the reaction of anilines, aromatic aldehydes, and β-keto esters proceeds in the presence of catalytic amount of zirconium tetrachloride, and the products can be further converted to the corresponding piperidin-4-one-3-carboxylates under acidic conditions.
Journal ArticleDOI
Multicomponent reactions with dihydroazines: efficient synthesis of a diverse set of pyrido-fused tetrahydroquinolines.
Inés Carranco,José Luis Díaz,Oscar Jimenez,Marc Vendrell,Fernando Albericio,Miriam Royo,Rodolfo Lavilla +6 more
TL;DR: Optimize conditions allow an efficient preparation of pyrido-fused tetrahydroquinolines with good yields, bypassing the biomimetic NADH-like reductive pathway which is typical in the interaction of dihydropyridines with carbonyl compounds and amines.