A Recent Update on the Visible Light-promoted Organic Transformations - A Mini-review DOI
Monica Dinodia

Current Organic Synthesis, Journal Year: 2023, Volume and Issue: 21(8), P. 965 - 975

Published: Aug. 29, 2023

Abstract: Visible light-induced reactions are a rapidly developing and powerful technique to pro-mote organic transformations. They provide green sustainable chemistry have recently re-ceived increasing attention from chemists due their wide application in synthesis. Light energy is eco-friendly, cheap, green, inexhaustible with potential industrial pharmaceutical applications. In this review, the most recent advances visible (2021-till date) been highlighted.

Language: Английский

Tailored carbon materials (TCM) for enhancing photocatalytic degradation of polyaromatic hydrocarbons DOI Creative Commons
Avtar Singh, Jaspreet S. Dhau, Rajeev Kumar

et al.

Progress in Materials Science, Journal Year: 2024, Volume and Issue: 144, P. 101289 - 101289

Published: March 28, 2024

This comprehensive review explores the potential of tailored carbon materials (TCM) for efficient photocatalytic degradation polyaromatic hydrocarbons (PAHs), which are persistent and toxic organic pollutants posing significant environmental challenges. The unique structure properties TCM including graphene nanotubes to activated dots, have projected them as next-generation technological innovation. A careful critical discussion state-of-the-art research sheds light on their effectiveness in catalyzing breakdown PAHs, projects suitable management environment. Beyond this viewpoint, article expands scope 1) biomedical healthcare, 2) energy storage conversion, 3) advanced electronics. challenges, opportunities, future perspectives related role applications, inspiring further research, innovation photo-induced techniques also carefully discussed article. focused serves a valuable resource researchers industrialists interested harnessing capabilities carbon-based sustainable PAHs other pollutants. It addresses pressing need effective remediation pollution control strategies.

Language: Английский

Citations

33

Spiroindoles as Intermediates/Products in Transition Metal-Catalyzed Dearomatization of Indoles DOI
Floris Buttard, Xavier Guinchard

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(14), P. 9442 - 9475

Published: July 3, 2023

Spirocyclic indole derivatives are fascinating tridimensional molecular scaffolds from both a synthetic and biological point of view. Among the many strategies developed to access these structures, transition metal catalysis has recently led impressive advances, especially relying on unique reactivity dearomatized spirocyclic intermediates. These species can indeed evolve toward or nonspirocyclic products through rearomatization-driven processes, which at same time highly challenging control but also source large structural diversity. This review highlights most prominent methods past decade that involve spirocyclization tethered functional group may be activated by metal, leading rearomatized products. The discussion is particularly focused spiroindoleninium intermediate complex mechanistic features regarding its evolution, dependent catalytic systems.

Language: Английский

Citations

44

Stereoselective synthesis of CF3-containing spirocyclic-oxindoles using N-2,2,2-trifluoroethylisatin ketimines: an update DOI Creative Commons
Biplob Borah, Naveena S. Veeranagaiah, Samrita Sharma

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(11), P. 7063 - 7075

Published: Jan. 1, 2023

Recent updates on the synthesis of CF 3 -containing spirocyclic-oxindoles by employing N -2,2,2-trifluoroethylisatin ketimines are described in this review article.

Language: Английский

Citations

18

Catalyst-Free gem-Difluorination/Spirocyclization of Indole-2-carboxamides: Synthesis of C2-Spiroindoline Derivatives DOI

Xiaotong Dong,

Xiaonuo Liu,

Lei Wang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(48), P. 8771 - 8776

Published: Nov. 28, 2023

A catalyst-free gem-difluorination/spirocyclization reaction has been successfully developed for the synthesis of gem-difluorinated C2-spiroindoline derivatives from indole-2-carboxamides. The resulting C2-spiroindolines can be easily converted into 2-spiropseudoindoxyls through hydrolysis. This method offers benefits simple operation, convenient access to raw materials, and mild conditions. Dual function Selectfluor in this is noteworthy as it serve both a fluorinating agent an alkaline accelerator precursor.

Language: Английский

Citations

9

Column Chromatography-Free Synthesis of Spirooxindole and Spiroindanone-Based Naphthalimides as Potent c-MYC G4 Stabilizers and HSA Binders for Elevating Anticancer Potential DOI

Anmol Jain,

Kamaldeep Paul

ACS Applied Bio Materials, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 5, 2025

G-quadruplex (G4) DNA plays a pivotal regulatory role in fundamental biological processes, integral for governing cellular functions such as replication, transcription, and repair living cells. Within cancer cells, G4 exerts an impact on the expression of crucial genes c-MYC, effectively repressing its activity when structured within promoter region. Therefore, employing molecular scaffolds to target these structures offers attractive strategy altering their functions. In our pursuit potent selective binders, herein we report series spironaphthalimide–pyrrolidine analogues that demonstrate ability stabilize c-MYC formation subsequently inhibit expression. These are evaluated anticancer against 60 human cell lines at 10 μM. The most 8j 21c underwent additional testing five dose concentrations (10–4–10–8 M) where low MG-MID GI50 values observed both (9.98 μM) (2.49 μM). To correlate with antiproliferative activity, mechanism is explored vitro by performing Pu27 binding studies through multispectroscopic techniques, results compared Pu22, telomere, calf thymus DNA. Additionally, insights from docking suggested stacking over G-tetrad analogues, quantum mechanical further reinforcing rationale stability this quadruplex secondary structure. also affinity serum albumin, revealing robust capability bind potentially facilitate targeted delivery specific sites. Amidst abundance G4s across genome, above findings underscore significance spiro multitargeting attributes, marking transformative leap forward G4-ligand innovation, promising frontiers quest effective modalities.

Language: Английский

Citations

0

Photocatalytic asymmetric cross-dehydrogenative coupling of tetrahydroisoquinoline scaffolds DOI
Biplob Borah, L. Raju Chowhan

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155630 - 155630

Published: April 1, 2025

Language: Английский

Citations

0

Michael Addition/Hemiketalization Cascade Reaction Between β-Dicarbonyl Compounds and Isatin-Derived α,β-Unsaturated Ketones to Construct 3,4'-Pyran-spirooxindoles DOI

Mingmei Zhang,

Feng Sha, Xin-Yan Wu

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(4), P. 1369 - 1369

Published: Jan. 1, 2025

Language: Английский

Citations

0

Photochemical Direct Mono/Di/Trifluoro‐Functionalization of Quinoxalin‐2(1H)‐ones DOI
D. Yogi Goswami,

Tanzina Firdoushi Borbhuyan,

Binoyargha Dam

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(21)

Published: June 1, 2025

Abstract Given the significant applications of quinoxalinones in medicinal, pharmaceutical, and organic chemistry, developing an efficient synthetic approach for their facile assembly has received substantial attention chemistry. Conversely, it been established that incorporating fluorine into molecules either alters or enhances physical, chemical, biological properties target molecules. In this context, synergic combination medicinal associated with quinoxaline‐2(1 H )‐ones, wide chemical landscape fluorine‐containing compounds, installing atom as a single di/tri‐substituted groups on C‐3 position quinoxalin‐2(1 )‐one under visible light irradiation is increasing academic scientific interests. mini‐review article, we covered recent progress achieved various light‐induced direct functionalization )‐ones accessing diverse C3‐substituted embedded mono/di/tri‐substituted fluorine. Despite discussing advantages, shortcomings, challenges reaction discovery, mechanistic rationalizations are also underscored.

Language: Английский

Citations

0

A Sulfonic Acid Polyvinyl Pyridinium Ionic Liquid Catalyzes the Multi-Component Synthesis of Spiro-indoline-3,5′-pyrano[2,3-d]-pyrimidines and -Pyrazines DOI Creative Commons
Mehdi Khalaj, Mahboubeh Taherkhani, Leo Payen

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(9), P. 3663 - 3663

Published: April 23, 2023

A sulfonated poly-4-vinyl pyridinium (PVPy-IL-B-SO3H) containing an acidic pyridinium/HSO3- ionic liquid moiety was prepared and used as a catalyst for the three-component reaction of malononitrile with 1-alkylindoline-2,3-diones 1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione or methyl 5-hydroxy-1H-pyrazole-3-carboxylate, leading to 6'-amino-5'-cyano-2-oxo-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylates -3,4'-pyrano[2,3-d]pyrimidine]-6'-carbonitrile derivatives under ultrasonic irradiation conditions. The solid allows easy separation, is cheap, produces high yields mild conditions, does not require column chromatography product isolation purification.

Language: Английский

Citations

8

Synthesis of Spirooxindole-1,2-oxazinan-5-ones through 2,2,2-Trifluoroethanol Promoted [3 + 3] Cycloaddition of N-Vinyl Oxindole Nitrones and Oxyallyl Cations DOI
Hao Yuan, Yuzheng Wu,

Yu-Han Fang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(23), P. 16155 - 16166

Published: Nov. 17, 2023

A variety of spirooxindole-1,2-oxazinan-5-one derivatives were prepared in moderate to excellent yields through 2,2,2-trifluoroethanol (TFE)-promoted [3 + 3] cycloaddition N-vinyl oxindole nitrones with oxyallyl cations generated from α-tosyloxy ketones under mild reaction conditions. Mechanistic studies revealed that might involve two possible pathways, including direct ntirones cations, or the addition TFE nitrones, sequential elimination, and cyclization. The present method features conditions, broad substrate scope, good functional group tolerance, easy gram scalable preparation, new applications TFE.

Language: Английский

Citations

3