Solvent-controlled switchable multicomponent tandem oxidative triple functionalization of indolines

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(7), С. 1933 - 1940

Опубликована: Янв. 1, 2024

A new one-pot method for solvent-controlled switchable tandem oxidative triple functionalization of indolines has been developed via successive regioselective chalcogenation, oxidation, amination and halogenation.

Язык: Английский

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Organoselenium-Catalyzed C2,3-Diarylation of N–H Indoles

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(10), С. 7216 - 7224

Опубликована: Май 2, 2024

An organoselenium-catalyzed C2,3-diarylation of unprotected N–H indoles with electron-rich aromatics has been developed. This one-pot multicomponent tandem cross-dehydrogenation coupling reaction allows for the incorporation two different aromatic groups to indoles. More importantly, this approach offers significant advantages, including a high atom and step economy, eliminating need prepreparation substrates, streamlining synthetic process enhancing its practicality. Overall, presents an efficient versatile strategy functionalization indole derivatives.

Язык: Английский

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Iron-Catalyzed Friedel–Crafts-type 3,5-Diacylation of Indoles

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10272 - 10282

Опубликована: Июль 5, 2024

The exploration of remote functionalization indoles is impeded by the inherently dominant reactivity intrinsic to pyrrole moiety. Herein, we delineate a novel strategy facilitated Lewis acid mediation, enabling C-H functionalization, which culminates in synthesis an array selectively functionalized indole derivatives, encompassing 3-trifluoroacetyl and 5-benzoyl motifs, utilizing trifluoroacetic anhydride various acyl chlorides. Notably, protocol exhibits versatility, as epitomized extension C5-acylation alkylation sulfonation reactions. This methodology distinguished its exemplary regio- chemo-selectivity, extensive substrate scope, commendable tolerance diverse functional groups, employment comparatively mild reaction conditions.

Язык: Английский

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One-pot Multicomponent Tandem Reaction for the Rapid Synthesis of 2-Amino-3-benzylindoles

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A novel one-pot oxidative cross-dehydrogenation coupling (CDC) reaction has been developed for the selective construction of C–N and C–C bonds at C2,3-positions indoles.

Язык: Английский

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Pd(II)/Cu(I) Co-catalyzed Dual C–H Functionalization of Indoles at C2 and C3 Positions Using Bifunctional Arylsulfonyl Reagents

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 20, 2025

A Pd(II)/Cu(I) co-catalyzed dual C-H functionalization strategy enables the one-pot synthesis of C2/C3-difunctionalized indoles using arylsulfonyl reagents. In this method, Cu(I) reduces S(VI) reagents to generate radicals, which react with Pd(II) form electrophilic Ar-Pd(III) intermediates. These intermediates regioselectively arylate at C2 position, followed by Cu(II)-mediated C3 deliver final products. This synergistic method enhances efficiency, waste, and streamlines complex indole functionalization.

Язык: Английский

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Metal−Free Radical Selenothiocyanation of Terminal and Internal Alkynes

Chemical Communications, Год журнала: 2024, Номер 60(74), С. 10196 - 10199

Опубликована: Янв. 1, 2024

A method for inducing direct selenothiocyanation from both terminal and internal alkynes through a radical process is proposed under metal-free conditions.

Язык: Английский

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K₂CO₃-mediated annulation of 1,3-acetonedicarboxylates with 2-fluoro-1-nitroarenes: synthesis of indoles

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(20), С. 4108 - 4122

Опубликована: Янв. 1, 2024

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Язык: Английский

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