Cu-Catalyzed Regioselective Heteroarylation of C(sp³)—H Bond Induce by Sulfonyl Group

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 297 - 297

Published: Jan. 1, 2025

Language: Английский

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Enantioselective Hydrodifluoroalkylation of Alkenes with Conformationally Tuned Peptidyl Hydrogen Atom Transfer Catalysts

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

We report the enantioselective hydrodifluoroalkylation of alkenes proceeding via an asymmetric hydrogen atom transfer (HAT) event catalyzed by thiol-containing tetrapeptides. Photocatalytic generation a difluoroacetyl radical followed carbon–carbon bond formation results in prochiral carbon-centered that engages with chiral catalyst. A trialkylamine reductant is proposed to turn over catalyst this net-reductive transformation. Notably, incorporating (S)-β-methyl-substituted cysteine as N-terminal residue improved selectivity relative native (Cys) residue, and X-ray crystallographic analysis supports conformational underpinning effect. range enantioenriched γ-substituted amides were synthesized up 96:4 enantiomeric ratio, demonstrating broad functional group tolerance method. Models accounting for induction are supporting DFT calculations.

Language: Английский

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Harnessing the potential of acyl triazoles in bifunctional cobalt-catalyzed radical cross-coupling reactions

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Aug. 13, 2024

Persistent radicals facilitate numerous selective radical coupling reactions. Here, we have identified acyl triazole as a new and versatile moiety for generating persistent intermediates through single-electron transfer processes. The efficient generation of these is facilitated by the formation substrate-coordinated cobalt complexes, which subsequently engage in cross-coupling Remarkably, triazole-coordinated complexes exhibit metal-hydride hydrogen atom (MHAT) capabilities with alkenes, enabling synthesis diverse ketone products without need external ligands. By leveraging effect, this catalytic approach also allows development other reactions two representative precursors. discovery triazoles effective substrates ligands catalysis, combined bifunctional nature system, opens up avenues design sustainable organic transformations. radical-mediated has emerged powerful tool forging C–C bonds. authors identify processes, context cobalt-catalysed carbon-carbon couplings under photoirradiation.

Language: Английский

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Recent advances in the synthesis of azetidines

Tetrahedron, Journal Year: 2024, Volume and Issue: 169, P. 134383 - 134383

Published: Nov. 19, 2024

Language: Английский

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