Visible-Light Photoredox Synthesis of Chroman-4-ones from Sulfoxonium Ylides

Organic chroman-4-ones are valuable structural motifs, yet many existing synthetic routes rely on harsh conditions or generate toxic byproducts. Here we report a mild and environmentally compatible visible-light method that employs sulfoxonium ylides as α-carbonyl radical precursors. The reaction proceeds through photoredox activation combined with a radical propagation pathway, enabling efficient radical cascade cyclization with 2-(allyloxy)benzaldehydes. This protocol avoids unstable halogenated reagents, produces only benign byproducts, and provides broad access to chroman-4-one derivatives under ambient conditions.

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Publication Details

Journal
Organic Letters
Published
2026-02-16
DOI
https://doi.org/10.1021/acs.orglett.6c00492
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Visible-Light Photoredox Synthesis of Chroman-4-ones from Sulfoxonium Ylides

Ujjwal Karmakar, Hyemin Ko, Seoyeon Kim, Eun Jin Cho et al.
Organic Letters
Radical Photochemical Reactions
article

Visible-Light Photoredox Synthesis of Chroman-4-ones from Sulfoxonium Ylides

Ujjwal Karmakar, Hyemin Ko, Seoyeon Kim, Eun Jin Cho, Miseon Park
article en

Abstract

Organic chroman-4-ones are valuable structural motifs, yet many existing synthetic routes rely on harsh conditions or generate toxic byproducts. Here we report a mild and environmentally compatible visible-light method that employs sulfoxonium ylides as α-carbonyl radical precursors. The reaction proceeds through photoredox activation combined with a radical propagation pathway, enabling efficient radical cascade cyclization with 2-(allyloxy)benzaldehydes. This protocol avoids unstable halogenated reagents, produces only benign byproducts, and provides broad access to chroman-4-one derivatives under ambient conditions.

Organic LettersVol. 28(8)
Chung-Ang University (KR)
Life in Land
Openalex Percentile: Top 53%
Radical Photochemical Reactions
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