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A visible-light-induced cascade cyclization of isocyanobiaryls with hydrosilanes has been developed for the synthesis of 6-silylated phenanthridines. Readily available hydrosilanes were employed as silyl radical precursors under room-temperature conditions. The merits of the transformation include operational simplicity, mild conditions, high atom economy, and good functional group compatibility.
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http://dx.doi.org/10.1021/acs.joc.5c01891 | DOI Listing |
J Org Chem
September 2025
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan 473061, China.
A visible-light-induced cascade cyclization of isocyanobiaryls with hydrosilanes has been developed for the synthesis of 6-silylated phenanthridines. Readily available hydrosilanes were employed as silyl radical precursors under room-temperature conditions. The merits of the transformation include operational simplicity, mild conditions, high atom economy, and good functional group compatibility.
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 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.
View Article and Find Full Text PDFChem Sci
August 2025
School of Chemistry and Chemical Engineering, Shandong University of Technology Zibo 255000 P. R. China
Natural photosynthesis, a quintessential energy conversion process sustaining life on Earth through its sophisticated multi-step energy transfer cascades, has inspired the development of artificial light-harvesting systems aimed at mimicking its efficiency and complexity. Here, we report a supramolecular energy transfer platform constructed electrostatic interactions between sodium polystyrene sulfonate (RSS) and a quaternary ammonium salt modified cyano-substituted phenylenevinylene derivative (PPTA) in HO medium, achieving a sequential four-step energy relay. Energy is sequentially transferred from the PPTA-RSS complex to eosin Y (EY), rhodamine B (RhB), sulforhodamine 101 (SR101), and cyanine 5 (Cy5), with stepwise enhancement in superoxide anion radical (O˙) generation efficiency.
View Article and Find Full Text PDFOrg Lett
September 2025
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
A visible-light-induced catalytic asymmetric dearomative hydroalkylation of electron-deficient indole derivatives with potassium alkyltrifluoroborates was realized under mild reaction conditions. A synergistic catalyst system involving organo-photocatalyst and chiral Lewis acid was employed to enable high efficiency and excellent stereocontrol, delivering a range of chiral 2,3-disubstituted indolines. Mechanistic studies revealed an oxidation-quenching-triggered enantioselective radical coupling/protonation cascade.
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