This paper reports two new visible-light-promoted radical reactions of α-azido amides. By catalysis of [Ir(ppy)(dtbbpy)]PF with -PrNEt as the reducing agent, -aryl α-azido tertiary amides were first converted to the corresponding aminyl radicals through reduction of the azido group; the aminyl radicals then underwent N-to-N aryl migration to give α-anilinyl-functionalized amides. α-Azido secondary amides, on the other hand, reacted with the solvent ethanol and -PrNEt to afford the imidazolinone products.
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http://dx.doi.org/10.1021/acs.orglett.1c01120 | DOI Listing |
Org Lett
January 2025
School of Chemistry & Materials Science, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou 221116, P. R. China.
The translocation of an aryl group from selenium into carbon enabled by the cleavage of the C-Se bond is reported by using nitrogen atom-linked 1,7-diynes and diaryl diselenides as starting materials, leading to various selenophene derivatives in a regioselective manner. This method enables the construction of two C-Se bonds and two C-C bonds through sequential radical bicyclization and 1,2-aryl migration under metal-free conditions. Control experiments and mechanistic studies suggest that this reaction proceeds through the cleavage of the inert C(Ph)-Se bond, facilitating the aryl translocation process.
View Article and Find Full Text PDFEndometriosis, though not classified as a carcinogenic condition, shares features such as oxidative stress, migration, invasion, angiogenesis, and inflammation with tumor cells. This study aims to review the effects of flavonoids on these processes and their molecular mechanisms in preventing and treating endometriosis. A comprehensive review was conducted, involving a literature search in online databases using keywords like "endometriosis," "endometrioma," and "flavonoid.
View Article and Find Full Text PDFFunction (Oxf)
January 2025
Cardio-Renal Physiology and Medicine Section, Division of Nephrology.
Excess dietary salt and salt-sensitivity contribute to cardiovascular disease. Distinct T cell phenotypic responses to high salt and hypertension as well as influences from environmental cues are not well understood. The aryl hydrocarbon receptor (AhR) is activated by dietary ligands, promoting T cell and systemic homeostasis.
View Article and Find Full Text PDFEnviron Res
January 2025
State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, 100085, China; University of Chinese Academy of Sciences, Beijing, 100049, China. Electronic address:
1,3,6,8-Tetrabromocarbazole (1368-BCZ) has been proposed as an emerging environmental contaminant which has aryl hydrocarbon receptor (AhR) activating properties analogous to those of dioxins. Skeletal muscle development is a critical target of dioxin toxicity. However, the impact of 1368-BCZ on muscle development is inadequately understood.
View Article and Find Full Text PDFChemistry
January 2025
Department of Natural Sciences, The Open University of Israel, Ra'anana 4353701, Israel.
The development of new protocols for stereospecific and stereoselective halogenation transformations by mild reaction conditions is a highly desirable research target for the chemical and pharmaceutical industries. Following the straightforward methodology for directly transforming a wide scope of alcohols to alkyl bromides and chlorides using substoichiometric amounts of thioureas and N-halo succinimides (NXS) as a halogen source in a single step, we noticed that in apolar solvents bromination of chiral secondary alcohols did not produce the expected racemates. In this study, the stereochemical aspects of the bromination reaction were examined.
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