Direct and Regioselective C−H Selenylation of 4‐Aminocoumarin Derivatives Mediated by Selectfluor® DOI
Andrei L. Belladona, Marina Cardoso Dilelio, Roberta Cargnelutti

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(9)

Опубликована: Фев. 28, 2023

Abstract A mild and regioselective approach to the direct selenylation of 4‐( N ‐substituted‐amino)‐ 2H ‐chromen‐2‐ones employing Selectfluor® diorganyl diselenides has been developed. The reactions were carried out under metal‐free conditions, without need for special devices, using NaHCO 3 as a base at room temperature air. This suitable wide substrate scope affording 3‐selenyl‐4‐( in good excellent yields.

Язык: Английский

Review on Synthesis of Bio-active Coumarin-fused Heterocyclic Molecules DOI
Geetika Patel, Subhash Banerjee

Current Organic Chemistry, Год журнала: 2020, Номер 24(22), С. 2566 - 2587

Опубликована: Июль 10, 2020

The literature survey reveals that the individual coumarin and heterocyclic molecules have biological pharmaceutical activities. Moreover, integrated coumarinfused compounds shown interesting physiochemical properties thus, designing development of coumarin-fused are great interest in field synthetic organic chemistry. Several been synthesized by using different strategies such as multistep method, one-pot multi-component protocol, coupling condensation method. wide applications stimulated among researchers to develop methodologies for synthesis novel fused molecules. As a consequence, several research articles, papers review articles published literature. In this article, we presented various methods class their chemical, optical, other useful applications.

Язык: Английский

Процитировано

28

Ce(IV) immobilized on halloysite nanotube–functionalized dendrimer (Ce(IV)–G2): A novel and efficient dendritic catalyst for the synthesis of pyrido[3,2‐c]coumarin derivatives DOI

Tahereh Ataee‐Kachouei,

Mahboobeh Nasr‐Esfahani,

Iraj Mohammadpoor‐Baltork

и другие.

Applied Organometallic Chemistry, Год журнала: 2020, Номер 34(11)

Опубликована: Июль 24, 2020

In this study, a new and stable Ce(IV) immobilized on halloysite nanotube–functionalized dendrimer was designed, synthesized, characterized using Fourier‐transform infrared, elemental analysis, thermogravimetric field emission scanning electron microscopy, microscopy–energy dispersive X‐ray spectroscopy, transmission dynamic light scattering, Brunauer–Emmett–Teller, inductively coupled plasma optical spectroscopy techniques. This catalyst efficiently used for the one‐pot, single‐step multicomponent synthesis of pyrido[3,2‐ c ]coumarins from 4‐aminocoumarin, aldehydes, aryl ketones. The efficiency selectivity catalytic system were also evaluated terminal/internal alkynes instead respect, regioselectivity products successfully assigned by crystallographic analysis. All these reactions best performed under solvent‐free conditions in presence only 0.28 mol% catalyst, such one‐pot is reported first time. It worth noting that short reaction path variety along with excellent reusability dendritic makes method economically environmentally attractive.

Язык: Английский

Процитировано

20

A novel nanomagnetic solid acid catalyst for the synthesis of new functionalized bis‐coumarin derivatives under microwave irradiations in green conditions DOI
Zhila Zare‐Akbari, Siavoush Dastmalchi, Ladan Edjlali

и другие.

Applied Organometallic Chemistry, Год журнала: 2020, Номер 34(7)

Опубликована: Март 16, 2020

In this study, a novel, green, environmentally friendly and magnetically heterogeneous catalyst based on the immobilization of sulfosalicylic acid onto Fe 3 O 4 nanoparticles (Fe @sulfosalicylic MNPs) is reported. The bis‐coumarin analogs were synthesized in high yield using reaction 1 equivalent aryl aldehydes with 2 equivalents 4‐hydroxycoumarin water under microwave irradiation conditions. Scanning electron microscopy, transmission energy‐dispersive X‐ray spectroscopy, diffraction, thermogravimetric analysis, dynamic light scattering, vibrating sample magnetometry, Fourier transform infrared UV–visible absorption, Brunauer‐Emmett‐Teller (BET) techniques confirmed successful synthesis catalyst. main attractive characteristics presented green protocol are very short times (10–15 min), excellent yields, avoidance hazardous or toxic reagent solvents. Thermal durability, easy separation, reusability important advantages new comparison to other catalysts.

Язык: Английский

Процитировано

13

4-Aminocoumarin Derivatives as Multifaceted Building Blocks for the Development of Various Bioactive Fused Coumarin Heterocycles: A Brief Review DOI
Prasanta Patra,

Susanta Patra

Current Organic Chemistry, Год журнала: 2022, Номер 26(17), С. 1585 - 1614

Опубликована: Сен. 1, 2022

Abstract: Aminocoumarins are found to be present in many natural products, pharmaceuticals, and organic materials. These derivatives demonstrate numerous biological activities including DNA gyrase, anti-proliferative anti-breast cancer activities. Among the allaminocoumarin derivatives, 4-aminocoumarin have been reported exhibit anticancer anti-fungal properties. 4-Aminocoumarins their important precursors for synthesis of coumarin fused N-heterocycles. Due presence an amino group as well enamine carbon, it is very reactive towards electrophiles most cases, has a higher tendency cyclize immediately by various reaction path ways provides heterocyclic products. Unlike other aromatic amines, did not give any Schiff base on with aldehydes or ketones. Lamellarins, ningalin A, B, schumanniophytin, santiagonamine, goniothaline, polyneomarline C N-heterocycles show excellent activities, antitumor, reversal multidrug resistance, anti-HIV, wound healing, anti-malarial, anti-hepatitis, anti-syphilis The synthesized display Topoisomerases I inhibitory, DYRK1A anti-cancer Most syntheses pyrrolo/imidazolo/indolo[3,2-c]coumarin, pyrido/quinolino[3,2-c]coumarins, pyrimidino[ c]coumarin oxazino[c]coumarin easily from 4-aminocoumarin. This paper reviews research data literature bioactive heterocycles using over period 2-3 decades. It covers synthetic applicability development 5-, 6-, 8-membered ring via classical protocols, microwavemediated reactions, organo-catalyzed transition metal-catalyzed green protocols.

Язык: Английский

Процитировано

9

The synthesis, biological evaluation, and fluorescence study of 3-aminocoumarin and their derivatives: a brief review DOI
Prasanta Patra,

Sibasis Manna,

Susanta Patra

и другие.

Monatshefte für Chemie - Chemical Monthly, Год журнала: 2023, Номер 154(1), С. 1 - 31

Опубликована: Янв. 1, 2023

Язык: Английский

Процитировано

4

A Brief Review on the Design, Synthesis and Biological Evaluation of Pyrazolo[ c ]coumarin Derivatives DOI

Susanta Patra,

Prasanta Patra

Polycyclic aromatic compounds, Год журнала: 2023, Номер 44(2), С. 818 - 859

Опубликована: Фев. 23, 2023

Both pyrazole and coumarin moiety are important scaffolds for their natural occurrences as well a broad spectrum of pharmaceutical properties. When fuses with containing diverse functionality, synergic effect may be observed in the field medicinal material chemistry. Owing to various functionality on title compounds, they possess fantastic biological properties including antimicrobial, antiproliferative, CpIMPDH inhibition, α-glucosidase selective hCA IX inhibition anticancer activities. Some architectural pyrazolo[c]coumarin derivatives were reported used bipolar host materials blue TADF-OLEDs. For these reasons, special attention has been paid researchers searching new, greener efficient protocols design synthesis pyrazolo[c]coumarins evaluate This paper reviews research data literature synthetic strategies structurally designed derivatives. Furthermore, synthesized compounds described by highlighting mode interactions different cells enzymes.

Язык: Английский

Процитировано

4

An Overview of the Synthesis of 3,4-Fused Pyrrolocoumarins of Biological Interest DOI Creative Commons
Eleni Kapidou, Κonstantinos E. Litinas

Molecules, Год журнала: 2024, Номер 29(12), С. 2748 - 2748

Опубликована: Июнь 9, 2024

3,4-Fused pyrrolocoumarins, synthetically prepared or naturally occurring, possess interesting biological properties. In this review, the synthetic strategies for synthesis of title compounds are presented along with their activities. Two routes followed that synthesis. one, pyrrole ring is formed from coumarin derivatives, such as aminocoumarins other coumarins. approach, pyranone moiety built an existing derivative through simultaneous formation and frameworks. The above syntheses achieved via 1,3-dipolar cycloaddition reactions, Michael reaction, aza-Claisen rearrangement multi-component reactions (MCR), well metal-catalyzed reactions. Pyrrolocoumarins present cytotoxic, antifungal, antibacterial, α-glucosidase inhibition, antioxidant, lipoxygenase (LOX) fluorescent activities, benzodiazepine receptor ability.

Язык: Английский

Процитировано

1

Nanoarchitectonics with Positionally Isomeric Coumarin Carbamates: Structure‐Gelation Study, F Recognition, Dye Removal and Excellent Oil‐Spill Recovery DOI
Rameez Raza, Nabajyoti Baildya, Kumaresh Ghosh

и другие.

ChemPlusChem, Год журнала: 2022, Номер 87(9)

Опубликована: Авг. 25, 2022

Coumarin carbamates with cholesteryl group 1 and 2 have been designed, synthesized characterized. The isomeric compounds show different gelation behaviors in organic solvents such as toluene CH3 CN. Rheological studies reveal the viscoelastic properties of gels. Gels isomers differ morphology. While an intertwined fibre-like structure is noted for gel 1, rod like fibres are observed 2. positional alteration carbamate around coumarin changes polarity hence influences packing molecules to establish 3D networks formation explained by DFT study. multiple applications attributes. Toluene found be F- -responsive undergoes gel-to-sol phase transition due disruption intermolecular hydrogen bonding through deprotonation. Under condition, anion stable. Compound also shows measurable interaction over other anions CN interpreted UV-vis emission spectral changes. Based on phase-selective (PSG) property, both deployed remove cationic dye from water. Further, only gelator useful oil spill recovery, whereas isomer not suitable this regard.

Язык: Английский

Процитировано

4

Direct and Regioselective C−H Selenylation of 4‐Aminocoumarin Derivatives Mediated by Selectfluor® DOI
Andrei L. Belladona, Marina Cardoso Dilelio, Roberta Cargnelutti

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(9)

Опубликована: Фев. 28, 2023

Abstract A mild and regioselective approach to the direct selenylation of 4‐( N ‐substituted‐amino)‐ 2H ‐chromen‐2‐ones employing Selectfluor® diorganyl diselenides has been developed. The reactions were carried out under metal‐free conditions, without need for special devices, using NaHCO 3 as a base at room temperature air. This suitable wide substrate scope affording 3‐selenyl‐4‐( in good excellent yields.

Язык: Английский

Процитировано

1