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A visible-light-induced radical cascade reaction for the synthesis of structurally diverse sulfonated chromanes is described. The protocol involves the addition of sulfonyl radicals to -allyloxy chalcones and intramolecular Michael addition reactions in the presence of eosin Y as a photocatalyst. Additionally, this protocol shows that it is also an effective method to construct seven-membered oxygen-containing heterocycles. The method features a wide substrate scope, the use of easily accessible materials and excellent functional group tolerance with high to excellent yields. Control experiments and mechanistic studies indicate that a visible light-induced radical cascade process is involved in the transformation.
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http://dx.doi.org/10.1039/d4ob01319k | DOI Listing |
J Org Chem
September 2025
School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, China.
The direct introduction of a bromine atom into organic molecules is valuable because of its versatility in synthetic intermediates and modular building blocks but traditionally suffers from poor selectivity and relatively complicated and/or harsh reaction conditions. We herein present the first visible-light-driven organic-dye-catalyzed bromination protocol under mild conditions with high regioselectivity. This methodology leverages rapid intramolecular radical trapping to achieve regioselective monobromination of alkenes, thus effectively suppressing competing dibromination and electrophilic bromination pathways.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Department of Pharmacy, Taihe Hospital, China.
Herein we first reported an attractive example of visible-light-induced three-component alkylation of 1,3,4-oxadiazoles 1,5-hydrogen atom transfer. A broad range of 1,3,4-oxadiazoles, hydroxamic acid derivatives and alkenes were successfully transformed into the corresponding products in satisfactory yields. The reaction is characterized by mild reaction conditions, good functional group compatibility, broad substrate scope, and simple operation procedure.
View Article and Find Full Text PDFOrg Lett
September 2025
Precise Synthesis and Function Development Key Laboratory of Sichuan Province, China West Normal University, Nanchong, 637002, China.
A novel strategy for accessing unprecedented silyl/fluoroalkyl-embedded tetracyclic pyrrolizidinediones has been developed through the visible-light-induced cascade cyclization of 3-methyleneisoindolin-1-ones using hydrosilanes or fluoroalkylsulfinate salts as radical sources under redox-neutral conditions. This protocol features mild reaction conditions, operational simplicity, and excellent compatibility with various functional groups. A number of silyl/fluoromethyl-decorated tetracyclic pyrrolizidinedione frameworks were efficiently created.
View Article and Find Full Text PDFJ Colloid Interface Sci
August 2025
Faculty of Medicine, Pharmacy and Prevention, Department of Life Sciences and Biotechnology, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, Italy. Electronic address:
Titanium dioxide nanoparticles (TiO NPs) are well suited for cosmetics and polymer films because they efficiently absorb UV light while remaining transparent to visible light. Their widespread use requires strategies for managing potential human and environmental risks. Implementing the Safe and Sustainable by Design (SSbD) methodology to advanced chemicals and materials is a major global challenge and a concept that is included in several EU research projects.
View Article and Find Full Text PDFOrg Lett
September 2025
Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
A visible-light-induced decarbonylation/Truce-Smiles rearrangement cascade has been developed for the direct synthesis of 2-aminobenzophenones. This protocol employs readily available isatins and sulfonyl chlorides as starting materials, enabling the construction of diverse 2-aminobenzophenone derivatives under mild conditions without the need for transition metal catalysts or photocatalysts. The reaction exhibits a broad substrate scope, excellent functional group tolerance, and high efficiency.
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