Visible-Light-Mediated Three-Component Alkene 1,2-Alkylpyridylation Reaction Using Alkylboronic Acids as Radical Precursors for the Synthesis of 4-Alkylpyridines

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

Published: March 3, 2025

We report the photocatalyzed three-component alkene 1,2-alkylpyridylation reaction between alkylboronic acids, 4-cyanopyridine, and an olefin to achieve pyridination alkylation of synthesis structurally diversified 4-alkylpyridines. The readily available easily manipulated acids were used as alkyl radical precursors. reactions take place under mild conditions with a broad substrate scope are easy scale up gram level, they therefore potential practical value for structural modification biologically active alkylpyridine derivatives.

Language: Английский

Photoredox-Catalyzed Regioselective 1,3-Alkoxypyridylation of gem-Difluorocyclopropanes

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Difluoromethylene and pyridine cores are very important structural units in medicinal chemistry. Herein, we report the development of photoredox-catalyzed ring-opening 1,3-alkoxypyridylation gem-difluorinated cyclopropanes using 4-cyanopyrines alcohols, employing cyclopropane radical cations as key intermediate. The reaction exhibits high regioselectivity under mild conditions can also be practiced on gram-scale synthesis, telescoped reaction, late-stage functionalization biological molecules.

Language: Английский

Sunlight-induced Three-Component Synthesis of α-Aminoketones: A Green and Sustainable Pathway Through EDA Complex

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

We reported a sunlight-promoted, three-component reaction involving glyoxal hydrates, anilines, and 4-alkyl DHPs for the synthesis of α-aminoketones with high yields under ambient conditions without additional photocatalysts or additives.

Language: Английский