Montmorillonite-catalysed coupling reactions: a green overview

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(10), С. 1961 - 1982

Опубликована: Янв. 1, 2024

Coupling reactions are widely significant in organic synthesis, and within the green chemistry perspective utilization of montmorillonite clay as a catalyst offers viable alternative to traditional coupling protocols. Montmorillonite is an effective, eco-friendly, economic recyclable catalyst, its heterogeneous nature facilitates easy isolation reusability. The majority executed with catalysts offer notable advantages over their homogeneous counterparts, including enhanced efficiency, selectivity, operational simplicity, elimination toxic solvents ligands, maintenance mild reaction conditions, cost-effectiveness. This review gives comprehensive summary literature date on catalysed by clay, while also outlining future prospects this area.

Язык: Английский

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Deep eutectic solvent: a simple, environmentally benign reaction media for regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles

RSC Advances, Год журнала: 2015, Номер 5(44), С. 35166 - 35174

Опубликована: Янв. 1, 2015

A greener, rapid and highly efficient synthetic protocol for the construction of pyrroles has been achieved.

Язык: Английский

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Discovery of 4-acetyl-3-(4-fluorophenyl)-1-(p-tolyl)-5-methylpyrrole as a dual inhibitor of human P-glycoprotein and Staphylococcus aureus Nor A efflux pump

Organic & Biomolecular Chemistry, Год журнала: 2015, Номер 13(19), С. 5424 - 5431

Опубликована: Янв. 1, 2015

Polysubstituted pyrrole natural products, lamellarins, are known to overcome multi-drug resistance in cancer via the inhibition of p-glycoprotein (P-gp) and breast protein (BCRP) efflux pumps. Herein, a series simplified polysubstituted pyrroles, prepared one-pot domino protocol, were screened for P-gp overexpressing human adenocarcinoma LS-180 cells using rhodamine 123 assay. Several compounds showed significant at 50 μM, as indicated by increase intracellular accumulation Rh123 cells. Furthermore, 5i decreased digoxin, FDA approved substrate MDCK-MDR1 with an IC50 11.2 μM. In vivo studies, following oral administration drug, rifampicin, along compound , Cmax AUC0-∞ rifampicin was enhanced 31% 46%, respectively. All then their ability potentiate ciprofloxacin activity Staphylococcus aureus Nor A pump. Pyrrole S. pump 8- 4-fold reductions MIC 6.25 The molecular docking studies identified its plausible binding site key interactions. Thus, results presented herein strongly indicate potential this scaffold use reversal agent or bioavailability enhancer.

Язык: Английский

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Synthesis, and the antioxidant, neuroprotective and P-glycoprotein induction activity of 4-arylquinoline-2-carboxylates

Organic & Biomolecular Chemistry, Год журнала: 2014, Номер 12(32), С. 6267 - 6277

Опубликована: Янв. 1, 2014

An efficient synthesis of 4-arylquinoline-2-carboxylates and their antioxidant, neuroprotective P-glycoprotein induction activity have been described.

Язык: Английский

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Application of β‐Nitrostyrene in Multicomponent Reactions for the Synthesis of Pyrrole Derivatives

ChemistrySelect, Год журнала: 2020, Номер 5(36), С. 11197 - 11220

Опубликована: Сен. 23, 2020

Abstract β ‐nitrostyrene is an important and effective starting material for the synthesis of heterocycle compounds such as pyrrole derivatives via multicomponent reactions. in its reactions undergoes Michael addition. Pyrroles are group that have many biological pharmacological activities exist structure natural products. Usually, by performed through In this review, pyrroles discussed.

Язык: Английский

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Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines

Chemical Communications, Год журнала: 2015, Номер 52(5), С. 1009 - 1012

Опубликована: Ноя. 12, 2015

An efficient metal-free access to 2- and 3-phenylpyridines via oxidative coupling of acetophenones or phenylacetones with 1,3-diaminopropane has been described. The reaction involves shorter time, excellent yields a broad substrate scope. proceeds the formation imine, which further undergoes C-N bond cleavage, C-C oxidation give pyridine skeleton. quantum chemical calculations identified transition state for helped in tracing mechanism.

Язык: Английский

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Enamines and their variants as intermediates for synthesis of aza-heterocycles with applications in MCRs

Tetrahedron, Год журнала: 2021, Номер 103, С. 132545 - 132545

Опубликована: Ноя. 16, 2021

Язык: Английский

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Montmorillonite K10-catalyzed synthesis of N-fused imino-1,2,4-thiadiazolo isoquinoline derivatives

Synthetic Communications, Год журнала: 2018, Номер 48(11), С. 1363 - 1376

Опубликована: Апрель 2, 2018

A novel synthesis of N-fused imino-1,2,4-thiadiazolo derivatives is described. This approach involves the inexpensive, nontoxic, recoverable, and easy to handle montmorillonite K10 that catalyzes coupling 3-aminoisoquinolines phenylisothiocyanates afford isoquinoline motifs in exemplary yields. The main attractions this synthetic strategy were simple procedure excellent

Язык: Английский

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2-Azidobenzaldehyde-Based [4+2] Annulation for the Synthesis of Quinoline Derivatives

Molecules, Год журнала: 2024, Номер 29(6), С. 1241 - 1241

Опубликована: Март 11, 2024

Quinoline is a privileged heterocyclic ring which can be found in many drug molecules and bioactive compounds. The development of synthetic methods for making quinoline derivatives continuously attracts the interest organic medicinal chemists. This paper highlights 2-azidobenzaldehyde-based [4+2] annulation synthesis including fused spiro-quinolines, quinoline-4-ols, 4-aminoquinolines, related

Язык: Английский

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Recent synthetic aspects on the chemistry of aminocoumarins

Research on Chemical Intermediates, Год журнала: 2017, Номер 43(11), С. 5943 - 5983

Опубликована: Июль 7, 2017

Язык: Английский

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