Sustainable Synthesis through Catalyst‐Free Photoinduced Cascaded Bond Formation

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(14)

Published: May 8, 2024

The beginning of photochemical reactions revolutionized synthetic chemistry through sustainable practices. This review explores cutting-edge developments in leveraging light-induced processes for generating cascaded C-C and C-hetero bonds without catalysts. Significantly, catalyst-free photoinduced methodologies have garnered considerable attention, especially the creation varied heterocyclic frameworks drug design synthesis natural products. article delves into underlying mechanisms, addresses limitations, evaluates various methodologies, emphasizing potential photocatalyst transition metal-free to enhance sustainability. Divided two sections, it covers recent strides C-heteroatom multiple bond formation reactions.

Language: Английский

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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

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Thermocontrolled Radical Nucleophilicity vs Radicophilicity in Regiodivergent C–H Functionalization

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 8, 2025

The temperature-dependent switching behavior of the saccharin radical is demonstrated, enabling regiodivergent C3–H and C7–H functionalization quinoxalin-2(1H)-ones. was generated through N–Br bond cleavage in N-bromosaccharin (NBSA) observed to transition between radicophile roles. At −10 °C, it utilized as a radicophile, resulting 100% C3-amination, while at +35 acted radical, leading exclusive C7-bromination. Radical nucleophilicity controlled by temperature modulation.

Language: Английский

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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

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Photo(Multicomponent) Reaction of Quinoxalin‐2(1H)‐ones with CBrCl3 and Styrenes by Mes‐Acr‐MeClO4

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 30, 2024

Abstract In this study, we explored the use of Mes‐Acr‐MeClO 4 as a visible light photocatalyst for multicomponent reactions involving quinoxalin‐2( 1 H)‐ones with CBrCl 3 and styrene. The method showcases regioselective functionalization in three‐component system, forming two C─C bonds one pot. Mechanistic investigations suggest radical‐mediated pathway, initiated by photoexcitation , followed halogen atom abstraction from . This approach provides versatile sustainable route H)‐one functionalization, effectively facilitating photocatalyzed reaction under mild conditions irradiation, yielding high selectivity efficiency.

Language: Английский

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Site‐Selective γ‐Trihalomethylation and γ‐Dihalomethylidenation of Silyl Dienol Ethers under Organophotoredox Catalysis

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 19, 2024

We report a general remote tribromo- and trichloromethylation process using CBr

Language: Английский

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