Photocatalytic synthesis of polyfluoroalkylated dihydropyrazoles and tetrahydropyridazines

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(77), P. 10764 - 10767

Published: Jan. 1, 2024

A photocatalytic trifluoromethylation/cyclization reaction of

Language: Английский

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Visible-light-induced photocatalyst- and metal-free radical phosphinoyloximation of alkenes with tert-butyl nitrite as bifunctional reagent

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110425 - 110425

Published: Oct. 1, 2024

Language: Английский

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Access to C5-Sulfonylated Tetrahydropyridazines via Photoinduced Cascade Sulfonylation-Cyclization of N-Cinnamyl Aldehyde Hydrazones

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

Published: April 15, 2025

Direct installation of a sulfonyl functional group into the C5-position tetrahydropyridazine was achieved using N'-benzylidene-N-cinnamylacetohydrazide as new building skeleton via photocatalytic carbosulfonylation/annulation procedure. Various substituted C5-sulfonylated tetrahydropyridazines were obtained in good to excellent yields employing aryl- or alkylsulfonyl chlorides radical sources. This reaction realized through selective addition C2 position cinnamyl followed by 6-endo-trig annulation hydrazone CH═N bond.

Language: Английский

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Visible Light-Induced Radical-Cascade Difluoroalkylation/Cyclization of Unsaturated Aldehyde Hydrazones for the Synthesis of Difluoroalkylated Dihydropyrazoles and Tetrahydropyridazines

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

Published: June 5, 2025

Visible light-induced radical 5/6-endo-trig difluoroalkylation/cyclization of N-allyl and homoallyl aldehyde hydrazones with various fluoroalkyl bromides has been achieved. The reaction was carried out alkyl difluoroacetates difluoroacetamide as difluoroalkylation reagents Eosin Y an organic photocatalyst. Various difluoroalkylated dihydropyrazoles tetrahydropyridazines were obtained under metal-free mild conditions.

Language: Английский

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Synthesis of functionalized tetrahydropyridazines from hydrazones

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(38), P. 7753 - 7766

Published: Jan. 1, 2024

The tetrahydropyridazine motif is widely present in plenty of natural products and biologically active molecules. Easily prepared from the condensation carbonyls with hydrazines, hydrazones are versatile synthetic building blocks that frequently used organic synthesis. Hydrazones also utilized synthesis nitrogen-containing molecules, especially heterocycles. presence CN-N unit product makes ideal substrates for derivatives. Here, this review, we summarize recent progress construction variously substituted tetrahydropyridazines different hydrazone derivatives together mechanism discussions.

Language: Английский

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Photocatalyzed Acylmethylation/Cyclization of Unactivated Alkenes with Sulfoxonium Ylides towards Acylmethylated Polycyclic Quinazolinones

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: May 16, 2024

Abstract The synthesis of acylmethylatated pyrrolo‐quinazolinones was developed via photo‐induced cascade radical addition/cyclization N ‐(but‐3‐enyl)quinazolin‐4(3 H )‐ones with sulfoxonium ylides using 4CzIPN as the photocatalyst. This approach also suitable for construction piperidino‐quinazolinones. protocol features mild conditions, convenient operation, broad substrate scope and good functional group compatibility.

Language: Английский

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