Photoexcited nitroarene-enabled carbon chain-elongated oxidation of alkenes via tandem oxidative cleavage and dipolar cycloaddition DOI Creative Commons

Xuqiang Guo,

Xiaoneng Cui, Min Lu

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 15, 2025

Oxidation of alkenes with O3 and photoexcited nitroarenes represents one the most attractive organic chemical transformations for synthesis oxygen-enriched molecules. However, known achievements are mainly limited to carbon chain-shortened oxidation chain-retained alkenes. Given that constructing higher molecular complexity is core goal modern synthesis, development chain-elongated would be in high demand but still remains an elusive challenge so far. Herein, we report a nitroarene-enabled highly regioselective via tandem oxidative cleavage dipolar cycloaddition, providing broad range synthetically-useful isoxazolidines up 92% yield from readily available enol ethers or styrene derivatives under simple mild conditions.

Language: Английский

Transformative Reactions in Nitroarene Chemistry: Advances in C–N Bond Cleavage, Skeletal Editing, and N–O Bond Utilization DOI Creative Commons

Keiichiro Iizumi,

Junichiro Yamaguchi

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review aims to provide a comprehensive overview of the expanding utility nitroarenes and their potential for future applications in synthetic organic chemistry.

Language: Английский

Citations

1
Photoexcited nitroarene-enabled carbon chain-elongated oxidation of alkenes via tandem oxidative cleavage and dipolar cycloaddition DOI Creative Commons

Xuqiang Guo,

Xiaoneng Cui, Min Lu

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 15, 2025

Oxidation of alkenes with O3 and photoexcited nitroarenes represents one the most attractive organic chemical transformations for synthesis oxygen-enriched molecules. However, known achievements are mainly limited to carbon chain-shortened oxidation chain-retained alkenes. Given that constructing higher molecular complexity is core goal modern synthesis, development chain-elongated would be in high demand but still remains an elusive challenge so far. Herein, we report a nitroarene-enabled highly regioselective via tandem oxidative cleavage dipolar cycloaddition, providing broad range synthetically-useful isoxazolidines up 92% yield from readily available enol ethers or styrene derivatives under simple mild conditions.

Language: Английский

Citations

0