Pnictogen bonding enabled photosynthesis of chiral selenium-containing pyridines from pyridylphosphonium salts DOI Creative Commons
Qiang Liu, Beibei Zhang, Chaoshen Zhang

et al.

Fundamental Research, Journal Year: 2023, Volume and Issue: 5(2), P. 654 - 662

Published: April 20, 2023

Pyridylphosphonium salts, which are readily available and air thermally stable, have been used to effectively synthesize structurally diverse pyridines. Herein, we report the pnictogen bonding (PnB) enabled photoactivation of pyridylphosphonium salts with catalytic potassium carbonate generate pyridyl radical for pyridine synthesis. Remarkably, this light-driven transformation allowed chiral pool synthesis excellent chirality retention, giving a wide range selenium-containing On basis our combined computational experimental studies, propose that PnB between enables access photoactive charge transfer complex, is able undergo single electron its transformation.

Language: Английский

Selenization of Small Molecule Drugs: A New Player on the Board DOI
Cristina Morán-Serradilla, Daniel Plano, Carmen Sanmartín

et al.

Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 67(10), P. 7759 - 7787

Published: May 8, 2024

There is an urgent need to develop safer and more effective modalities for the treatment of a wide range pathologies due increasing rates drug resistance, undesired side effects, poor clinical outcomes, etc. Throughout years, selenium (Se) has attracted great deal attention its important role in human health. Besides, growing body work unveiled that inclusion Se motifs into number molecules promising strategy obtaining novel therapeutic agents. In current Perspective, we have gathered most recent literature related incorporation different moieties scaffolds known drugs their feasible pharmaceutical applications. addition, highlight representative examples as well provide our perspective on possible future directions, promises, opportunities, challenges this ground-breaking area research.

Language: Английский

Citations

22

Electrochemical radical annulation of 2-alkynyl biaryls with diselenides under catalyst- and chemical oxidant-free conditions DOI

Jun Jiang,

Keli Wang, Xiao Li

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(12), P. 108699 - 108699

Published: June 17, 2023

Language: Английский

Citations

27

“Green Is the Color”: An Update on Ecofriendly Aspects of Organoselenium Chemistry DOI Creative Commons
Juliano B. Azeredo, Filipe Penteado, Vanessa Nascimento

et al.

Molecules, Journal Year: 2022, Volume and Issue: 27(5), P. 1597 - 1597

Published: Feb. 28, 2022

Organoselenium compounds have been successfully applied in biological, medicinal and material sciences, as well a powerful tool for modern organic synthesis, attracting the attention of scientific community. This great success is mainly due to breaking paradigm demonstrated by innumerous works, that selenium were toxic would potential impact on environment. In this update review, we highlight relevance these several fields research possibility synthesize them through more environmentally sustainable methodologies, involving catalytic processes, flow chemistry, electrosynthesis, use alternative energy sources, including mechanochemical, photochemistry, sonochemical microwave irradiation.

Language: Английский

Citations

37

Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings DOI

Zhoumei Tan,

Xiang Fang, Kun Xu

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(29), P. 5345 - 5350

Published: July 19, 2022

The organoselenium-catalyzed amination of alkenes is a promising way to construct functionalized amines. However, the use chemical oxidants and unavoidable formation allylic amine or enamine are two main limitations these methodologies. Against this background, we herein report an electro-selenocatalytic regime for hydroazolylation with azoles under external oxidant-free conditions low catalyst loadings. Moreover, protocol enables generation amines without vinyl substituents.

Language: Английский

Citations

37

Recent advances in the dichalcogenation reactions of unsaturated compounds via double functionalization DOI
Chang‐Sheng Wang,

Yuan Xu,

Yiliang Zhou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(19), P. 4972 - 5027

Published: Jan. 1, 2023

This review comprehensively summarizes the dichalcogenative functionalization of unsaturated compounds over past decade. The scopes, limitations and detailed reaction mechanisms are also discussed.

Language: Английский

Citations

20

Synthesis of 3-selanyl-isoflavones from 2-hydroxyphenyl enaminones using trichloroisocyanuric acid (TCCA): a sustainable approach DOI

Carlos V. Doerner,

José S. S. Neto,

Climei R. Cabreira

et al.

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(12), P. 5598 - 5602

Published: Jan. 1, 2023

We hereby present an original and sustainable synthetic methodology for the synthesis of 3-selanyl-isoflavones from 2-hydroxyphenyl enaminones diorganoyl diselenides.

Language: Английский

Citations

16

Visible-Light-Mediated Regioselective C3–H Selenylation of Pyrazolo[1,5-a]pyrimidines Using Erythrosine B as Photocatalyst DOI

Tathagata Choudhuri,

Suvam Paul,

Sourav Das

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8992 - 9003

Published: June 11, 2023

A visible-light-induced efficient methodology has been developed for the C–H selenylation of pyrazolo[1,5-a]pyrimidine derivatives employing erythrosine B as photocatalyst. This is first report on regioselective pyrazolo[1,5-a]pyrimidines. The efficiency this different electron-rich heterocycles like pyrazole, indole, imidazo[1,2-a]pyridine, imidazo[2,1-b]thiazole, and 4-(phenylamino)-2H-chromen-2-one also demonstrated. exploration a photocatalyst with simple mild procedure, wide substrate scope, practical applicability employment eco-friendly energy, oxidant, solvent are attractive characteristics methodology.

Language: Английский

Citations

14

Visible-light-induced intermolecular aminoselenation of alkenes DOI
Gong‐Qing Liu,

Chen-Fan Zhou,

Yun‐Qian Zhang

et al.

Green Chemistry, Journal Year: 2021, Volume and Issue: 23(24), P. 9968 - 9973

Published: Jan. 1, 2021

A visible-light-induced intermolecular aminoselenation of alkenes is disclosed, wherein 1,2-bis(selenide) involved as the key intermediate.

Language: Английский

Citations

28

Visible-light-promoted trifluoromethylselenolation of ortho-hydroxyarylenaminones DOI

Linghui Lu,

Xiongjie Zhao,

Wubliker Dessie

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(8), P. 1754 - 1758

Published: Jan. 1, 2022

Visible-light photocatalytic trifluoromethylselenolation of ortho -hydroxyarylenaminones is reported, which provides a green protocol for the efficient and rapid synthesis trifluoromethylselenylated chromones.

Language: Английский

Citations

22

Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols DOI Creative Commons

Carlos V. Doerner,

Marcos R. Scheide, Celso R. Nicoleti

et al.

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: May 17, 2022

We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[b]furans. Driven by the galvanostatic electrolysis assembled in undivided cell, it provided efficient transformation into oxidant-, base-, metal-free conditions open system at room temperature. With satisfactory functional group compatibility, products were obtained good excellent yields.

Language: Английский

Citations

22