A direct access to unsymmetrical and symmetrical multi-substituted pyridines has been accomplished via iron-catalysed [3+3] annulation of oxime acetates with enaminones. This protocol is featured by easily available starting materials, no requirement of expensive additives and ligands, operational simplicity, and good tolerance with diverse functional groups.
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http://dx.doi.org/10.1002/asia.202201004 | DOI Listing |
Angew Chem Int Ed Engl
December 2024
EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, David Brewster Road. Edinburgh, EH9 3FJ, UK.
Chem Commun (Camb)
November 2024
State Key Laboratory of Synthetic Chemistry, Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China.
Iron-catalysed intramolecular C(sp)-H amination of alkyl azides (NR, R = alkyl) the iron-alkylnitrene/alkylimido (Fe(NR)) intermediate, is an appealing synthetic approach for the synthesis of various N-heterocycles. This approach provides a direct atom-economy strategy for constructing C(sp)-N bonds, with nitrogen gas as the only by-product and iron is a biocompatible, cheap, and earth-abundant metal. However, C(sp)-H amination with alkyl azides is challenging because alkyl nitrenes readily undergo 1,2-hydride migration to imines.
View Article and Find Full Text PDFNat Synth
August 2024
Department of Chemistry, Johns Hopkins University, Baltimore, MD 21218, USA.
Nat Catal
March 2024
Department of Chemistry, National University of Singapore, 4 Science Drive 2, Republic of Singapore, 117544.
Catalytic cross-coupling by transition metals has revolutionized the formation of C-C bonds in organic synthesis. However, the challenge of forming multiple alkyl-alkyl bonds in crowded environments remains largely unresolved. Here, we report the regioselective functionalization of olefins with sp-hybridized organohalides and organozinc reagents using a simple (terpyridine)iron catalyst.
View Article and Find Full Text PDFEBioMedicine
April 2024
VIB-UGent Center for Inflammation Research, Ghent, Belgium; Department of Biomedical Molecular Biology, Ghent University, Ghent, Belgium; Laboratory of Pathophysiology, Department of Biomedical Sciences, University of Antwerp, Antwerp, Belgium.
Metabolic dysfunction-associated steatohepatitis (MASH) is characterised by cell death of parenchymal liver cells which interact with their microenvironment to drive disease activity and liver fibrosis. The identification of the major death type could pave the way towards pharmacotherapy for MASH. To date, increasing evidence suggest a type of regulated cell death, named ferroptosis, which occurs through iron-catalysed peroxidation of polyunsaturated fatty acids (PUFA) in membrane phospholipids.
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