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A phosphine-promoted reductive coupling of nitro compounds with Grignard reagents is described. Polyfunctional and pharmaceutically relevant diarylamines were generated by this reaction in moderate to high yields. Aliphatic nitro compounds that are highly challenging substrates undergo a combination of α-arylation and reductive coupling to afford the α-arylated arylamines efficiently. A series of valuable biaryl compounds with polyfluorinated and heteroaryl rings are co-generated in 56-94% yields.
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http://dx.doi.org/10.1021/acs.orglett.3c01167 | DOI Listing |
Nat Rev Urol
September 2025
Department of Genitourinary Oncology, H. Lee Moffitt Cancer Center and Research Institute, Tampa, FL, USA.
Low-grade non-muscle invasive bladder cancer is a specific category of bladder cancer with a favourable prognosis; however, its management presents several challenges. The risk of stage progression is very low, but approximately half of patients will experience recurrence within the first 5 years after diagnosis. This high propensity for recurrence, coupled with the threat of progression, mandates ongoing surveillance.
View Article and Find Full Text PDFBeilstein J Nanotechnol
August 2025
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, QC H3A 0B8, Canada.
The preparation of multimodal nanoparticles by capping magnetic iron oxide nanoparticles (IONPs) with functional organic molecules is a major area of research for biomedical applications. Conjugation reactions, such as carbodiimide coupling and the highly selective class of reactions known as "click chemistry", have been instrumental in tailoring the ligand layers of IONPs to produce functional biomedical nanomaterials. However, few studies report the controls performed to determine if the loading of molecules onto IONPs is due to the proposed coupling reaction(s) employed, or some other unknown interaction with the IONP surface.
View Article and Find Full Text PDFOrg Lett
September 2025
Faculty of Arts and Sciences, Beijing Normal University, Zhuhai 519085, China.
Polycyclic indolines are pervasive in a diverse array of biologically active molecules owing to their appealing physiological contributions. Herein, we report a straightforward dearomatization approach that employs a photoredox catalyst in combination with an inexpensive reductant to couple indole derivatives with secondary amines. This dearomative cycloaddition exhibits exceptional diastereoselectivity and delivers highly strained indolines fused with three-dimensional polycyclic scaffolds featuring a bicyclo[3.
View Article and Find Full Text PDFJ Org Chem
September 2025
State Key Laboratory of Chemical Resource Engineering, Institute of Computational Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China.
The -di(2-pyridyl)arenes, featuring a unique structure, hold significant promise for applications in fluorescent probes, synthetic nanoparticle stabilizers, and chemical synthesis. The mechanism of Ru-catalyzed decarboxylation and heteroarylation reactions of aryl carboxylic acids to access -dipyridylarenes was elucidated using DFT calculations, which involved C-H bond activation, oxidative addition, reductive elimination, and decarboxylation processes to form -di(2-pyridyl)arenes. The rate-determining step of the reaction is the second reductive elimination step with an energy barrier of 27.
View Article and Find Full Text PDFEJNMMI Radiopharm Chem
September 2025
Department of Experimental Neurooncological Radiopharmacy, Helmholtz-Zentrum Dresden-Rossendorf (HZDR), Institute of Radiopharmaceutical Cancer Research, 04318, Leipzig, Germany.
Background: Copper-mediated radiofluorination (CMRF) is a breakthrough in F-radiochemistry, enabling F incorporation into molecules even at electron-rich aromatic positions. In recent years, several improved protocols have been reported to advance the application of CMRF. These advancements primarily focus on improving radiochemical conversion, expanding substrate scope, and enabling scalability for remote-controlled radiotracer production.
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