Visible Light-Induced Radical Cascade Functionalization of Quinoxalin-2(1H)-ones: Three-Component 1,2-Di(hetero)arylation Approach with Styrenes and Thianthrenium Salts

Organic Letters, Journal Year: 2024, Volume and Issue: 26(41), P. 8821 - 8826

Published: Oct. 9, 2024

The additive-free visible light-induced three-component 1,2-di(hetero)arylation of styrenes was developed using quinoxalin-2(1

Language: Английский

---

Metal-free, Visible-Light-Mediated Phototransformations of ortho-Biaryl Appended Chalcones: Access to Oxathia[5]helicenes and 1,2,3,4-Tetrasubstituted Cyclobutanes.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Visible-light-mediated metal-free irreversible phototransformations of ortho-bihetaryl appended chalcones are reported. Isosteric replacement one the aryl residues with a chalcone fragment in diarylethene (terarylene) molecules leads to significant expansion synthetic capabilities these compounds, thereby opening up access wide range new functional materials. It was found for first time that protonation carbonyl group moiety ortho-bihetarylchalcones exclusively promotes 6π-photocyclization leading formation oxathia[5]helicenes, whereas 1,2,3,4-tetrasubstituted cyclobutanes preferably formed upon photolysis toluene presence triethylamine. The helicene framework is due visible light-induced 6π-electrocyclization hexatriene system bihetaryl chalcones, and [2 + 2]-photocycloaddition facilitated by aggregation molecules, which consequence head-to-head excimer π-π-stacking interactions naphthofuran polyaromatic systems. These results will provide valuable information on photocyclization analogues, can be used develop efficient protocols synthesis fused heteroaromatic frameworks promising materials applications material science, molecular electronics medicine.

Language: Английский

---

Recent advances in the synthesis of nitrogen-containing heterocyclic compounds via multicomponent reaction and their emerging biological applications: a review

Journal of the Iranian Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 23, 2024

Language: Английский

---

Pioneering Metal‐Free Late‐Stage C‐H Functionalization Using Acridinium Salt Photocatalysis

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(67)

Published: Aug. 13, 2024

Abstract Using organic dyes as photocatalysts is an innovative approach to photocatalytic transformations. These offer advantages such widespread availability, adaptable absorption properties, and diverse chemical structures. Recent progress has led the development of that can utilize visible light modify chemically inert C−H bonds. catalysts are sustainable, selective, versatile, enabling mild reactions, late‐stage functionalization, various transformations in line with green chemistry principles. As photoredox chemistry, they contribute efficient environmentally friendly synthetic pathways. Acridinium‐based have proved valuable transformative reactions under conditions. This review emphasizes their features, frameworks, applications modifying complex molecules. It provides overview recent advancements use acridinium‐based for bond functionalization without need transition metals, showcasing potential expedite new molecules igniting excitement about prospects this research field.

Language: Английский

---

Photochemistry of 2-(2-Formylphenyloxy)acetic Acid Derivatives: Synthesis of Hydroxychromanones and Benzofuranones

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(38), P. 7848 - 7853

Published: Jan. 1, 2024

2-(2-Formylphenoxy)acetic acid and its esters undergo photocyclization into chromanone benzofuranone derivatives under 365 nm irradiation.

Language: Английский

---