Atom Transfer Radical Addition Reactions of Quinoxalin-2(1H)-ones with CBr₄ and Styrenes Using Mes-Acr-MeClO₄ Photocatalyst

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(3), P. 1784 - 1796

Published: Jan. 12, 2024

The atom transfer radical addition (ATRA) reaction is defined as a method for introducing halogenated compounds into alkenes via mechanism. In this study, we present an ATRA approach achieving regioselective functionalization of quinoxalin-2(1H)-ones by activating C–Br bonds CBr4 and subsequent trihaloalkyl-carbofunctionalization styrenes employing the 9-mesityl-10-methylacridinium perchlorate (Fukuzumi) photocatalyst under 3W blue LED (450–470 nm) irradiation. This three-component cascade process demonstrates remarkable efficiency in synthesis 1-methyl-3-(3,3,3-tribromo-1-(4-chlorophenyl)propyl)quinoxalin-2(1H)-one derivatives.

Language: Английский

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Synthesis of 1,1-Diarylvinylsulfides via Visible-Light-Promoted Cascade Reaction of Alkynoates with Phenyl Disulfides

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(2), P. 1296 - 1300

Published: Jan. 4, 2024

Without any additives and photocatalysts, the visible-light-promoted radical cascade reaction between alkynoates phenyl disulfides has been developed at room temperature. Through S–S bond photolysis homolytic cleavage, addition of a sulfur radical, aryl migration, decarboxylation, H atom abstraction, provides an efficient practical route to trisubstituted 1,1-diarylvinylsulfides with wide scope substrates good excellent yields.

Language: Английский

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Enhancing the photocatalytic efficiency and stability of CsPbBr₃ nanocrystals for visible-light driven aerobic diaryl thio/seleno etherification

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 14(1), P. 183 - 189

Published: Nov. 28, 2023

In this study, we demonstrate the proficiency of orthorhombic CsPbBr 3 to perform C–H chalcogenation reactions electron-rich arenes under conditions involving polar solvents, aerobic environments, and visible-light irradiation.

Language: Английский

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The organophotocatalytic trifluoromethylation of 6-azauracils

RSC Advances, Journal Year: 2025, Volume and Issue: 15(15), P. 11370 - 11376

Published: Jan. 1, 2025

Herein, we have developed an organophotocatalytic trifluoromethylation of 6-azauracils using inexpensive Langlois reagent to prepare a variety trifluoromethylated azauracil derivatives under ambient air condition.

Language: Английский

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Dynamic Self-Assembled Systems of Photoinert N-Propargyl Amides Enable Red-Light Supramolecular Photocatalysis

ACS Sustainable Chemistry & Engineering, Journal Year: 2025, Volume and Issue: unknown

Published: April 18, 2025

Language: Английский

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Silylation of 2H-indazoles by photoinduced hydrogen atom transfer catalysis

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(5), P. 1034 - 1037

Published: Dec. 26, 2023

A metal-free, visible-light-mediated C-H silylation of 2

Language: Английский

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Selenylation of N‐(P‐Methoxyaryl)Propiolamides via CuBr₂ Catalysis: Synthesis of 3‐Selenospiro[4,5]Decatrienones via Ipso‐Cyclization

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(20)

Published: June 27, 2024

Abstract Herein, a method for the assembly of biologically valuable 3‐selenospiro[4,5]decatrienones through CuBr 2 ‐catalyzed ispo ‐cyclization Se powder, boronic acids, and N ‐( p ‐methoxyaryl)propiolamides has been established. In this protocol, noble transition metal, prefunctionalized selenylation reagent, strong chemical oxidant are not employed. This feature wide substrate scope, good functional group tolerance, easy operation, employing earth‐abundant metal as catalyst green air oxidant. Furthermore, several derivatizations performed to showcase practicability our strategy.

Language: Английский

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Selective fluorescence sensors for Cu2+ and Hg2+ ions using acridinium-polymer complexes

Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy, Journal Year: 2024, Volume and Issue: 326, P. 125220 - 125220

Published: Sept. 27, 2024

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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Non-directed Oxidative Annulation of 2-Arylindazoles with Electron Deficient Olefins via Visible Light Photocatalysis

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(75), P. 10402 - 10405

Published: Jan. 1, 2024

A new visible-light-mediated non-directed oxidative annulation between 2-arylindazoles and electron-deficient olefins using commercially available piperidine-1-sulfonyl chloride as the radical precursor to afford fused 5,6-dihydroindazolo[2,3-

Language: Английский

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