Photocatalytic Hydroxyalkylation of Heteroarenes with Aldehydes

The photoredox hydroxyalkylation of heteroaromatics with aldehydes proceeds under mild and neutral conditions. This transition-metal- and oxidant-free hydroxyalkylation proceeds efficiently with various heteroarenes and aldehydes and has been applied to the late-stage modification of pharmaceutically active molecules, and on a gram-scale. (PhO)<sub>2</sub>PO<sub>2</sub>H plays multiple roles in this transformation, including protonation, hydrogen atom transfer (HAT) and electron transfer.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-01-08
DOI
https://doi.org/10.1021/acs.joc.5c02854
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Photocatalytic Hydroxyalkylation of Heteroarenes with Aldehydes

D. Young, Zhi‐Gang Ren, Mingfei Li, Xinhua Lu et al.
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

Photocatalytic Hydroxyalkylation of Heteroarenes with Aldehydes

D. Young, Zhi‐Gang Ren, Mingfei Li, Xinhua Lu, Hong-Xi Li, Beibei Wang
article en

Abstract

The photoredox hydroxyalkylation of heteroaromatics with aldehydes proceeds under mild and neutral conditions. This transition-metal- and oxidant-free hydroxyalkylation proceeds efficiently with various heteroarenes and aldehydes and has been applied to the late-stage modification of pharmaceutically active molecules, and on a gram-scale. (PhO)<sub>2</sub>PO<sub>2</sub>H plays multiple roles in this transformation, including protonation, hydrogen atom transfer (HAT) and electron transfer.

The Journal of Organic ChemistryVol. 91(3)
University of Glasgow (GB)
Clean water and sanitation
Openalex Percentile: Top 93%
Radical Photochemical Reactions
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