Photoinduced, metal- and photosensitizer-free decarboxylative C–H (amino)alkylation of heteroarenes in a sustainable solvent

Green Chemistry, Год журнала: 2023, Номер 25(5), С. 1975 - 1981

Опубликована: Янв. 1, 2023

This study describes a green and sustainable photoinduced strategy for decarboxylative C–H (amino)alkylation of heteroarenes with carboxylic acids under metal- photosensitizer-free conditions.

Язык: Английский

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Copper-Catalyzed Asymmetric Remote C(sp³)–H Alkylation of N-Fluorocarboxamides with Glycine Derivatives and Peptides

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(9), С. 6307 - 6316

Опубликована: Фев. 21, 2024

Saturated hydrocarbon bonds are ubiquitous in organic molecules; to date, the selective functionalization of C(sp

Язык: Английский

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Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines

Chinese Chemical Letters, Год журнала: 2024, Номер 35(10), С. 110038 - 110038

Опубликована: Май 22, 2024

Язык: Английский

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Visible-light induced direct C(sp³)–H functionalization: recent advances and future prospects

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(18), С. 5278 - 5305

Опубликована: Янв. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Язык: Английский

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Photoredox-Catalyzed Three-Component Amidoheteroarylation of Unactivated Alkenes

Organic Letters, Год журнала: 2023, Номер 25(22), С. 4113 - 4118

Опубликована: Май 30, 2023

A photoredox-catalyzed 1,2-amidoheteroarylation of unactivated alkenes with O-acyl hydroxylamine derivatives and heterocycles is presented. range heterocycles, including quinoxaline-2(1H)-ones, azauracils, chromones, quinolones, are capable for this process, allowing the direct synthesis valuable heteroarylethylamine derivatives. Structurally diverse reaction substrates, drug-based scaffolds, were successfully applied, demonstrating practicality method.

Язык: Английский

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Visible-Light-Induced Defluorinative α-C(sp³)–H Alkylation for the Synthesis of gem-Difluoroallylated α-Trifluoromethylamines

Organic Letters, Год журнала: 2023, Номер 25(51), С. 9124 - 9129

Опубликована: Ноя. 17, 2023

Herein, we describe a novel and efficient photoredox catalytic Cα radical addition/defluoroalkylation coupling reaction between α-trifluoromethyl alkenes N-trifluoroethyl hydroxylamine. A series of gem-difluoroallylated α-trifluoromethylamines were synthesized by the addition enabled 1,2-H shift in situ-generated radical. Notably, this protocol is distinguished its mild conditions, easy operation, excellent functional group tolerability.

Язык: Английский

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Radical cascade cyclization for the green and simple synthesis of silylated indolo[2,1-a]isoquinoline derivatives via visible light-mediated Si–H bonds activation

Chinese Chemical Letters, Год журнала: 2023, Номер 35(1), С. 108633 - 108633

Опубликована: Июнь 1, 2023

Язык: Английский

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Visible-Light-Driven C,N-Selective Heteroarylation of N-Fluoroalkyl Hydroxylamine Reagents with Quinoxalin-2(1H)-ones

Organic Letters, Год журнала: 2023, Номер 25(48), С. 8693 - 8699

Опубликована: Ноя. 22, 2023

Herein, we disclose a direct and powerful strategy for the synthesis of highly valuable α-trifluoromethylamine N-trifluoroethylamine derivatives from visible-light-promoted C,N-selective heteroarylation N-trifluoroethyl hydroxylamine reagents with quinoxalin-2(1H)-ones under ambient conditions. The chemoselectivity process (trifluoroalkylation or N-trifluoroethylamination) can easily be dictated modulated by selection substrates. key to success is protecting group on N atom reagents, which control 1,2-H shift in situ-generated radical. Remarkable features this method include mild conditions, easy operation, high selectivity, excellent functional tolerability. More importantly, trifluoroalkylated products readily derivatized into other interesting imidazo-fused heterocycles that would great potential exploitation pharmaceutically relevant molecules.

Язык: Английский

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Visible-light-driven selective difluoroalkylation of α-CF₃ alkenes to access CF₂-containing gem-difluoroalkenes and trifluoromethylalkanes

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(2), С. 458 - 465

Опубликована: Ноя. 23, 2023

A visible-light-mediated selective difluoroalkylation of α-trifluoromethyl alkenes with difluoroalkylating reagents was developed. This protocol allowed the formation gem -difluoroalkene difluoroacetates and trifluoromethylated difluoroacetamides.

Язык: Английский

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Visible-light-induced tandem ring opening/1,6-conjugate addition of cyclobutanols with p-quinone methides under metal- and additive-free conditions

Green Chemistry, Год журнала: 2024, Номер 26(3), С. 1375 - 1380

Опубликована: Янв. 1, 2024

A visible-light-mediated tandem ring opening/1,6-conjugate addition of cyclobutanols with p -quinone methides was developed. This protocol allowed the formation δ,δ-diaryl ketones in presence a readily available organic photocatalyst.

Язык: Английский

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