Herein, we reported an attractive method for synthesizing medium-sized rings that are catalyzed by erythrosine B under fluorescent light irradiation. This synthetic approach featured mild conditions, a facile procedure, a broad substrate scope, and moderate-to-good yields.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080073 | PMC |
| http://dx.doi.org/10.1039/c8ra02383b | DOI Listing |
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Visible-light-promoted organic-dye-catalyzed sulfonylation/cyclization to access indolo[2,1-]isoquinoline derivatives.
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College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Engineering Technology Research Center of Key Preparation Technology of Biomedical Polymer Materials, Changde 415000, China.
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J Org Chem
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Department of Chemistry, Indian Institute of Technology Indore, Indore 453552, India.
Metal-catalyst-free, organic dye-catalyzed C3-H arylation of pyrido[1,2-]pyrimidin-4-ones using visible light irradiation was developed under mild reaction conditions. This operationally simple and direct C-H functionalization approach effectively produced biologically significant C3 arylated pyrido[1,2-]pyrimidin-4-one and thiazolo[3,2-]pyrimidin-5-one derivatives, including medicinally important endothelial cell dysfunction inhibitor and anti-inflammatory agents in good to excellent yields with good functional group tolerance. The present photoinduced direct C3-H arylation approach was suitable for scale-up synthesis.
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J Org Chem
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Department of Chemistry, Indian Institute of Technology Indore, Khandwa Road, Indore 453552, India.
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Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
We report here an organic dye catalyzed direct radical-radical cross-coupling reaction based on the persistent free-radical effect (PRE), which is powered by visible light and does not require any external oxidants or reductants. In this reaction, benzyl trifluoroborates are oxidized by excited-state 4Cz-IPN to generate benzyl radicals, and the resulting boron trifluoride acts as a Lewis acid to reduce the reduction potential of carbonyl compounds. The dual roles of benzyl trifluoroborates enable aldehydes, ketones, diketones, and ketone esters to react with benzyl trifluoroborates to generate various sterically hindered alcohols.
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January 2021
Indian Institute of Technology (IIT) Hyderabad, Kandi, Sangareddy, Telangana 502 285, India.
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