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A visible-light-induced radical cyclization reaction of -vinylaryl isocyanides and oxime esters to access various 2,4-disubstituted quinolines was disclosed. Oxime esters were employed as acyl radical precursors the carbon-carbon bond cleavage. It provided an effective way for the synthesis of 2-acyl-4-arlysubstituted quinolines under mild conditions and exhibited good functional group tolerance and substrate applicability.
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http://dx.doi.org/10.1039/d3ob02060f | DOI Listing |
J Org Chem
September 2025
Yunnan Key Laboratory of Modern Separation Analysis and Substance Transformation, College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming, Yunnan Province 650500, P. R. China.
Photoinduced trifluoroethyl and acyl radical procedures for the efficient and simple preparation of iodotrifluoroethylated and acylated pyrrolidine-2-ones from -tethered 1,6-enynes with 1,1,1-trifluoro-2-iodoethane and acyl oxime esters are reported. The photoinduced iodotrifluoroethylation is performed via the energy transfer (EnT) process of the fluorescein sodium-mediated atom-transfer radical addition (ATRA) strategy under visible-light irradiation. The acylation is carried out with 4CzIPN as an organophotocatalyst at room temperature under metal- and oxidant-free conditions.
View Article and Find Full Text PDFMol Divers
August 2025
Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu, 610031, China.
A series of novel isoquinoline derivatives 5a-5 s incorporating bioactive amide and oxime ester moieties were rationally designed and synthesized based-on isoquinoline alkaloid scaffolds through pharmacophore splicing strategy. Their structures were verified by H NMR, C NMR, IR and HRMS. The fungicidal bioassay indicated that most of the target compounds showed good to excellent inhibitory activity against five phytopathogenic fungi in vitro at a concentration of 50 mg/L.
View Article and Find Full Text PDFBioorg Med Chem Lett
December 2025
Department of Chemistry, University of St. Thomas, 2115 Summit Ave, St. Paul, MN 55105, United States. Electronic address:
Mycobacterium abscessus infections represent a significant treatment challenge, owing to the lack of effective therapies, and the intensive multidrug regimens currently recommended for this indication. Oxazolidinone antibiotics such as linezolid have been used to treat this complex disease. Utilizing a strategic structural extension strategy, five novel oxazolidinone derivatives were synthesized by the introduction of oxime, nitrile, amide, amidoxime, and oxime ester functional groups to a previously reported benzodioxin-scaffold.
View Article and Find Full Text PDFNat Protoc
August 2025
Key Laboratory of Bio-based Material Science and Technology Northeast Forestry University, Ministry of Education, Harbin, China.
In recent years, there has been increasing interest in using carbon nanodots (CDs) as a component photoinitiator to initiate photopolymerization. These systems support conventional radical photopolymerization and light-mediated atom transfer radical polymerization (photo-ATRP), emphasizing single-component (Type I initiators) and multicomponent systems, which involve at least two reaction partners, specifically, the Type II CD initiator. The latter can function in both photoinduced conventional radical polymerization and photo-ATRP.
View Article and Find Full Text PDFACS Omega
July 2025
State Key Laboratory of Green Pesticide, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, P. R. China.
The selectivity of pesticides for harmful insects versus beneficial organisms has long been a critical issue in agriculture. Pyrido-[1,2-] pyrimidine mesoionics have been widely demonstrated to effectively control a diverse range of insect pests. However, many of their analogues have exhibited high toxicity to bees.
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