Regioselective Hydro(deutero)silylation of 1,3-Enynes Enabled by Photoredox/Nickel Dual Catalysis

Organic Letters, Год журнала: 2024, Номер 26(2), С. 536 - 541

Опубликована: Янв. 5, 2024

In the presence of visible light irradiation, organophoto/nickel dual catalysts, and mild base K2HPO4, 1,3-enynes react with silanecarboxylic acids to give corresponding α-silylallenes high selectivity. this uniquely decarboxylative hydrosilylation 1,3-enynes, a silyl radical process is involved diverse electron-rich -poor substrates proceed smoothly in moderate excellent yields. This transformation particularly synthetically worthwhile when using MeOD as solvent, which furnishes new access α-silyldeuteroallenes.

Язык: Английский

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Photocatalytic Strategy for Decyanative Transformations Enabled by Amine-Ligated Boryl Radical

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 10, 2025

Decyanation after α-functionalization by exploiting the inherent properties of cyano groups enables strategic assembly a carbon scaffold. Herein, we demonstrate an amine-ligated boryl radical-mediated group transfer (CGT) strategy malononitriles under photocatalytic conditions. This allows for cleavage C(sp3)–CN and formation C(sp3)–D C(sp3) to realize decyanative deuteration cyclization via radical-polar crossover. Computational studies successfully demonstrated reactivity CGT promoters can be accurately assessed.

Язык: Английский

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Palladium-Catalyzed Decarboxylative Allylic Sulfonylation of Vinyloxazolidine-2,4-diones: Synthesis of γ-Sulfonyl-α,β-unsaturated Amides

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 10, 2025

A palladium-catalyzed decarboxylative allylic sulfonylation reaction of vinyloxazolidine-2,4-diones with inexpensive and readily available sodium sulfinates as reagents has been developed. Under the catalysis Pd(PPh3)4, a wide range γ-sulfonyl-α,β-unsaturated amides can be synthesized in good to excellent yields. The developed protocol is characterized by exclusive regioselectivity, mild conditions, broad substrate scope, functional group tolerance, suitable for gram-scale synthesis.

Язык: Английский

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Photocatalyzed Deuterodichloromethylation of Olefins Using Silacarboxylic Acids as Halogen‐Atom Transfer Reagents

European Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 7, 2025

Abstract A visible‐light‐induced deuterodichloromethylation of alkenes was developed with readily available and inexpensive deuterochloroform as the reagent. Silacarboxylic acids, which could generate silyl radicals through efficient decarboxylation, were applied halogen atom transfer agents. series deuterium‐containing gem ‐dichloroalkanes prepared in good yields.

Язык: Английский

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Visible-light-induced decarboxylative annulation of silanecarboxylic acids with 2‑isocyanobiaryls to 6‑silyl-substituted phenanthridines

Molecular Catalysis, Год журнала: 2024, Номер 560, С. 114098 - 114098

Опубликована: Апрель 12, 2024

Язык: Английский

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Photocatalyzed dehalogenative deuteration with silacarboxylic acids as halogen-atom transfer agents

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(17), С. 4757 - 4761

Опубликована: Янв. 1, 2024

A visible light-induced organophotocatalytic strategy for dehalogenative deuteration of a wide variety primary, secondary, and tertiary alkyl bromides is reported.

Язык: Английский

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