A one-pot umpolung method for the ring-opening pyridylation of unstrained cyclic amines was developed using -amidopyridinium salts. This process involves the formation of electron donor-acceptor complexes between bromide and -amidopyridinium salts, ultimately leading to the functionalization of pyridines. This protocol is compatible with a range of 5- or 6-membered cyclic amines and pyridines, thereby providing a powerful synthon for preparing C4-functionalized pyridines under visible-light conditions in the absence of an external photocatalyst.
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http://dx.doi.org/10.1021/acs.orglett.3c00922 | DOI Listing |
Nature
January 2025
Department of Chemistry, The Scripps Research Institute, La Jolla, CA, USA.
C-H activation is the most direct way of functionalizing organic molecules. Many advances in this field still require specific directing groups to achieve the necessary activity and selectivity. Developing C-H activation reactions directed by native functional groups is essential for their broad application in synthesis.
View Article and Find Full Text PDFMolecules
December 2024
Department of Inorganic & Analytical Chemistry, Faculty of Science & Technology, University of Debrecen, H-4032 Debrecen, Hungary.
Heterobimetallic complexes of an ambidentate deferiprone derivative, 3-hydroxy-2-methyl-1-(3-((pyridin-2-ylmethyl)amino)propyl)pyridin-4(1H)-one (PyPropHpH), incorporating an octahedral [Co(4N)] (4N = tris(2-aminoethyl)amine (tren) or tris(2-pyridylmethyl)amine (tpa)) and a half-sandwich type [(η--cym)Ru] (-cym = -cymene) entity have been synthesized and characterized by various analytical techniques. The reaction between PyPropHpH and [Co(4N)Cl]Cl resulted in the exclusive (O,O) coordination of the ligand to Co(III) yielding [Co(tren)PyPropHp](PF) () and [Co(tpa)PyPropHp](PF) (). This binding mode was further supported by the molecular structure of [Co(tpa)PyPropHp](ClO)(OH)·6HO () and [Co(tren)PyPropHpH]Cl(PF)·2HO·CHOH (), respectively, obtained via the slow evaporation of the appropriate reaction mixtures and analyzed using X-ray crystallography.
View Article and Find Full Text PDFInt J Mol Sci
December 2024
Institute of Pharmacology and Clinical Pharmacy, Faculty of Pharmacy, Biochemical and Pharmacological Center (BPC) Marburg, University of Marburg, 35032 Marburg, Germany.
encodes the α1c subunit of the L-type Ca channel, Cav1.2. Ventricular myocytes from haploinsufficient () rats exhibited reduced expression of Cav1.
View Article and Find Full Text PDFMikrochim Acta
January 2025
Applied Science Department, The NorthCap University, 122017, Gurugram, Haryana, India.
For the first time, a TiCT-MXene and poly (3, 4-ethylenedioxythiophene): poly (styrenesulfonate) (PEDOT: PSS) composite-modified electrode has been developed for electrochemical detection of the bilirubin (BR) by molecularly imprinted ortho-phenylenediamine (o-PD). BR is a biomarker for liver-related diseases. High levels of BR imply liver dysfunction; hence, its exact and rapid measurement is indispensable to its immediate diagnosis and treatment.
View Article and Find Full Text PDFOrg Lett
January 2025
Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.
The utilization of β-fluoroamines as pharmaceutical components for drug development has attracted a considerable amount of interest. However, direct access to tertiary β-fluoroamines is challenging. We herein report the rhodium-catalyzed asymmetric amination of tertiary allylic trichloroacetimidates with anilines and cyclic aliphatic amines to access tertiary β-fluoroamines, where the α-carbon atom is bonded to four different substituents, in good yield with high levels of enantioselectivity.
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