Purification free, chemoselective N-acylation of non-nucleophilic nitrogen heterocycles using oxyma and benzotriazole activations

Kumar, Thoota Sandeep; Robert, Alice R.; Ganja, Himavathi; Muralidhar, Pamerla; Kerru, Nagaraju; Maddila, Suresh

doi:10.1016/j.cdc.2021.100654

Cited by 5 publications

(3 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Oxygen-based heterocyclic frameworks have prominence in organic synthesis due to their significant pharmacological applications [ 40 , 41 , 42 , 43 , 44 , 45 ]. Among the various oxygen-heterocycles, pyran ring moieties have gotten immense consideration for a broad spectrum of medicinal properties.…”

Section: Introductionmentioning

confidence: 99%

Recent Progress in the Multicomponent Synthesis of Pyran Derivatives by Sustainable Catalysts under Green Conditions

2022

Self Cite

View full text Add to dashboard Cite

Pyrans are one of the most significant skeletons of oxygen-containing heterocyclic molecules, which exhibit a broad spectrum of medicinal applications and are constituents of diverse natural product analogues. Various biological applications of these pyran analogues contributed to the growth advances in these oxygen-containing molecules. Green one-pot methodologies for synthesising these heterocyclic molecules have received significant attention. This review focuses on the recent developments in synthesising pyran ring derivatives using reusable catalysts and emphasises the multicomponent reaction strategies using green protocols. The advantages of the catalysts in terms of yields, reaction conditions, and recyclability are discussed.

show abstract

Section: Introductionmentioning

confidence: 99%

Recent Progress in the Multicomponent Synthesis of Pyran Derivatives by Sustainable Catalysts under Green Conditions

2022

Self Cite

View full text Add to dashboard Cite

show abstract

“…Nitrogen-based heterocyclic skeletons have prominence in synthetic organic chemistry because of their valuable biological applications (Kerru et al, 2019c;Kerru et al, 2020k;Kerru et al, 2020l;Rao et al, 2021b;Kumar et al, 2021). Among the several nitrogen heterocycles, dihydropyridines have received enormous attention due to their wide range of therapeutic properties.…”

Section: Introductionmentioning

confidence: 99%

Recent Progresses in the Multicomponent Synthesis of Dihydropyridines by Applying Sustainable Catalysts Under Green Conditions

et al. 2021

Self Cite

View full text Add to dashboard Cite

The synthesis of dihydropyridines, valuable molecules with diverse therapeutic properties, using eco-friendly heterogeneous catalysts as a green alternative received significant consideration. By selecting appropriate precursors, these compounds can be readily modified to induce the desired properties in the target product. This review focused on synthesising diverse dihydropyridine derivatives in single-pot reactions using magnetic, silica, and zirconium-based heterogeneous catalytic systems. The monograph describes preparation techniques for various catalyst materials in detail. It covers facile and benign magnetic, silica, zirconium-based, and ionic liquid catalysts, exhibiting significant efficacy and consistently facilitating excellent yields in short reaction times and in a cost-effective way. Most of the designated protocols employ Hantzsch reactions involving substituted aldehydes, active methylene compounds, and ammonium acetate. These reactions presumably follow Knoevenagel condensation followed by Michael addition and intra-molecular cyclisation. The multicomponent one-pot protocols using green catalysts and solvents have admirably increased the product selectivity and yields while minimising the reaction time. These sustainable catalyst materials retain their viability for several cycles reducing the expenditure are eco-friendly.

show abstract

“…Nitrogen-containing heterocyclic moieties are significant in organic synthesis due to their various pharmacological applications. [25][26][27] Among the different nitrogen-based heterocyclic molecules, dihydropyridine analogues have drawn considerable attention due to their broad spectrum of medicinal properties. Such properties include Alzheimer's disease and antioxidant, [28] antidyslipidemic, [29] calcium channel blocking activity, [30] antidiabetic, [31] antibacterial and antimycobacterial activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a sustainable heterogeneous catalyst, titanium dioxide‐loaded hydroxyapatite for functionalised chromen‐dihydropyridines under green conditions

Madhavi

Ganja

Kerru

et al. 2021

Applied Organom Chemis

Self Cite

View full text Add to dashboard Cite

We have described the synthesis of composite materials with different titanium dioxide loading on hydroxyapatite (TiO2/HAp). Their structural properties and morphologies were established by powder X‐ray diffraction (p‐XRD), scanning electron microscopy (SEM), Brunauer–Emmett–Teller (BET), transmission electron microscopy (TEM) and Fourier transform infrared (FT‐IR) analyses. The catalytic efficacy of the as‐prepared composite materials was explored to synthesise novel 4‐oxo‐chromen‐dihydropyridine derivatives by the four‐component reaction. The one‐pot fusion in ethanol medium involved chromene‐3‐carbaldehyde, dimethyl acetylenedicarboxylate, malononitrile and different aromatic and heteroaryl amines. The method provided impressive yields (92–97%) of the target products in a short reaction time (<21 min) at room temperature. Further, we examined the efficiency of the separated catalyst, reused up to five runs with similar catalytic activity. This sustainable protocol merits easy workup, fast reaction time, superior yields, catalyst reusability, mild reaction environment and column‐free purification.

show abstract

Purification free, chemoselective N-acylation of non-nucleophilic nitrogen heterocycles using oxyma and benzotriazole activations

Cited by 5 publications

References 28 publications

Recent Progress in the Multicomponent Synthesis of Pyran Derivatives by Sustainable Catalysts under Green Conditions

Recent Progress in the Multicomponent Synthesis of Pyran Derivatives by Sustainable Catalysts under Green Conditions

Recent Progresses in the Multicomponent Synthesis of Dihydropyridines by Applying Sustainable Catalysts Under Green Conditions

Synthesis of a sustainable heterogeneous catalyst, titanium dioxide‐loaded hydroxyapatite for functionalised chromen‐dihydropyridines under green conditions

Contact Info

Product

Resources

About