One-pot multicomponent synthesis of tetrahydropyridines promoted by luminescent ZnO nanoparticles supported by the aggregates of 6,6-dicyanopentafulvene

Kataria, Meenal; Pramanik, Subhamay; Kumar, M.

doi:10.1039/c4cc09058f

Cited by 33 publications

(9 citation statements)

References 28 publications

(22 reference statements)

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“…Compared to the results of the other organocatalyzed reactions where products were obtained in moderate yields, Method B procedure provided products in good to excellent yields, with significantly shorter reaction time ,,,. In addition, results presented here are comparable with reactions catalyzed with different, high performing metal based catalysts . Furthermore, this report is the only supplement to the work of Mukhopadhyay at al.…”

Section: Resultssupporting

confidence: 59%

One‐Pot Synthesis of Tetrahydropyridine Derivatives: Liquid Salt Catalyst vs Glycolic Acid Promoter. Structure and Antiradical Activity of the New Products

et al. 2017

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Diethanolammonium hydrogensulfate (DHS), as a liquid salt, and glycolic acid (GA) were used for the synthesis of highly functionalized tetrahydropyridines (THPs). Due to the simplicity of the reaction procedure, excellent diastereoselectivity, and catalyst regeneration, these green protocols may be considered as an attractive approach for the preparation of THPs. Unlike numerous reported reactions for the synthesis of THPs that last for hours and with heating, GA‐promoted reactions finished mostly within an hour and at room temperature. As improvement to other organocatalysed reactions for the synthesis of THPs with moderate yields, this protocol provided good to excellent yields. Application of these procedures produced three vanillic compounds reported here for the first time. Their structure was elucidated based on experimental and theoretical data (IR, 1H NMR, 13C NMR, NOESY, UV‐Vis, and DFT). Experimental and theoretical antioxidant evaluation of these compounds has been carried out. DFT thermodynamical parameters supported experimental results that newly synthesized THPs deserve considerable attention as potent radical scavengers.

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Section: Resultssupporting

confidence: 59%

One‐Pot Synthesis of Tetrahydropyridine Derivatives: Liquid Salt Catalyst vs Glycolic Acid Promoter. Structure and Antiradical Activity of the New Products

et al. 2017

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“…Using the same strategy, we synthesized AIE active dicyanopentafulvene derivative 30 which showed strong affinity towards zinc ions to produce ZnO NPs [36] . Further, these in‐situ generated ZnO NPs (0.5 mol%) exhibited excellent catalytic efficiency in one‐pot three components reaction for the preparation of tetrahydropyridines under solvent free conditions (Figure 17).…”

Section: Aie‐active Supramolecular Assemblies For the Development Of mentioning

confidence: 99%

‘Light‐Up’ AIE‐Active Materials: Self‐Assembly, Molecular Recognition and Catalytic Applications

Kaur

Kumar

2020

The Chemical Record

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Aggregation induced emission enhancement (AIEE) is one of the most widely explored phenomena to develop ‘light up’ (fluorescent) materials having potential applications in the field of supramolecular chemistry, analytical chemistry and material chemistry. By applying the principles of host‐guest chemistry, we have developed a variety of aggregation induced emission (AIE/AEE) active materials having specific affinity for metal ions, electron deficient/electron rich analytes. The interactions between AIE active assemblies and metal ions are further tuned to prepare nanohybrids having potential applications as catalytic/photocatalytic systems in various organic transformations under eco‐friendly conditions. This account summarizes various design strategies developed in our labortary for the preparation of AIE/AEE active building blocks having sensing and catalytic applications.

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“…The earlier methods of synthesis were found to have limitations like: longer reaction time, use of costly catalyst, higher temperature and tedious workup procedure. A remarkable variation in MCRs (Kataria ,M et al, 2015;Shen, L., 2009;Patel, H.M. et al, 2017) developed using various ionic liquids as various Lowry-Bronsted acids, with several advantages has been well documented. (Sharma ,S. et al, 2008;Wang, L. et al, 2005;Ko S, Yao C., 2006).…”

Section: Introductionmentioning

confidence: 99%

A Review: Alternative Methods of Preparing 1, 4- Dihydropyridine Derivatives by Hantzsch Reaction

PATIL¹,

Sarkar²

2021

JSR

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1, 4-dihydropyridines and its derivatives are an important class of heterocyclic scaffolds of low molecular weight. Dihydropyridines act as calcium-channel blockers. They have been used for the treatment of a variety of cardiovascular diseases due to their potential antihypertensive, anti-angina, vasodilator, and cardiac depressant activities. They show antibacterial, anticancer, anti-leishmanial, anticoagulant, anticonvulsant, anti-tubercular, antioxidant, antiulcer, and neuroprotective properties. The reaction to produce 1, 4-dihydropyridines (1, 4-DHPs) was reported by Arthur Hantzsch. This review article will throw light on some green attempts done to improve the synthesis of 1, 4-Dihydropyridine derivatives via Hantzsch reaction.

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One-pot multicomponent synthesis of tetrahydropyridines promoted by luminescent ZnO nanoparticles supported by the aggregates of 6,6-dicyanopentafulvene

Abstract: Pot-shaped fluorescent aggregates of 6,6-dicyanopentafulvene derivative serve as reactors and stabilizers for the preparation of luminescent ZnO nanoparticles, which exhibit high catalytic efficiency in one-pot multicomponent synthesis of tetrahydropyridines.

Cited by 33 publications

References 28 publications

One‐Pot Synthesis of Tetrahydropyridine Derivatives: Liquid Salt Catalyst vs Glycolic Acid Promoter. Structure and Antiradical Activity of the New Products

One‐Pot Synthesis of Tetrahydropyridine Derivatives: Liquid Salt Catalyst vs Glycolic Acid Promoter. Structure and Antiradical Activity of the New Products

‘Light‐Up’ AIE‐Active Materials: Self‐Assembly, Molecular Recognition and Catalytic Applications

A Review: Alternative Methods of Preparing 1, 4- Dihydropyridine Derivatives by Hantzsch Reaction

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