Photoredox-Catalyzed Alkylamination of Alkenes via Oxidative Radical-Polar Crossover and Site-Selective 1,5-Hydrogen Atom Transfer

Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6847 - 6852

Published: Aug. 7, 2024

We reported the visible-light-mediated photoredox-catalyzed oxidative radical-polar crossover and 1,5-hydrogen atom transfer combined site-selective remote C(sp

Language: Английский

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Advances in the Synthesis of α-Trifluoromethyl Ketones and Their Application via Defluorinative Reactions

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 86 - 86

Published: Jan. 1, 2025

Language: Английский

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Visible-Light-Promoted Synthesis of 1,6-Imino Alcohols by Metal-Free 1,2-Carboimination of Alkenes

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 3, 2025

We report a metal-free synthesis of highly functionalized 1,6-amino alcohols through visible-light 1,2-carboimination alkenes and bifunctional starting materials prepared from commercially available alcohols. This protocol orchestrates the generation up to four different types radicals, which are efficiently recombined yield 1,6-iminyl The methodology demonstrated broad functional group tolerance was validated by late-stage installation alcohol motif in biomolecules pharmaceuticals scale-up process. versatility products highlighted their conversion into variety useful intermediates for target-directed synthesis.

Language: Английский

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Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF₃ Ketones

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 29, 2025

This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis α-trifluoromethyl ketones, which could be structurally elaborated into an array useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* facilitate formation singlet 1O2 through EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen anion species.

Language: Английский

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Dual Photoredox/Copper-Catalyzed Radical cis-Selective Allylic Trifluoromethylation

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 19, 2025

We herein report a dual visible-light photoredox- and copper-catalyzed Z-selective allyl trifluoromethylation reaction of allylamine by using trifluoromethylpyridinium salt (TFSP) as the trifluoromethyl radical precursor. Various thermodynamically disfavorable trifluoromethylated cis-enamides were accessible with moderate to good isolated yields. Cuprous oxide or copper nanoclusters crucial co-catalyst for this transformation.

Language: Английский

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Photoredox-catalyzed three-component carbotrifluoromethylation of alkenes via radical–radical cross-coupling

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4708 - 4715

Published: Jan. 1, 2024

A simple and practical visible light-driven photoredox-catalyzed three-component carbotrifluoromethylation of alkenes is revealed for the synthesis 1,4-bis(trifluoromethylated) compounds.

Language: Английский

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Oxidative Aminotrifluoromethylation of 1,4-Naphthoquinone

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13117 - 13127

Published: Sept. 3, 2024

A strategy for convenient and precise oxidative aminotrifluoromethylation of 1,4-naphthoquinone with the Togni reagent amines has been demonstrated via a radical process. This method allows efficient access preparation wide range CF

Language: Английский

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