Visible Light-Induced, Persulfate-Promoted Synthesis of 2 Haloglycals from Glycals

A visible light-driven, K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-mediated one-step synthesis of 2-halo glycals has been reported, employing potassium salts as halogen source (KI, KBr, and KCl). Versatility of the proposed methodology to generate chloro-, bromo-, and iodo-substituted d-glycals containing both aliphatic and aromatic substitutions emphasizes the reproducibility of the methodology. The synthesized halogenated derivatives were subjected to Suzuki, Heck, and Sonogashira cross-coupling reactions, showcasing the utility of the halogenated derivatives for subsequent C-2 functionalization reactions of d-glycals.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-09-10
DOI
https://doi.org/10.1021/acs.joc.5c01643
Citations
2
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
1.87
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article

Visible Light-Induced, Persulfate-Promoted Synthesis of 2 Haloglycals from Glycals

Pallavi Saha, Deepak K. Sharma
2 citations
The Journal of Organic Chemistry
Carbohydrate Chemistry and Synthesis
1.87
article

Visible Light-Induced, Persulfate-Promoted Synthesis of 2 Haloglycals from Glycals

Pallavi Saha, Deepak K. Sharma
article en
2 citations

Abstract

A visible light-driven, K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-mediated one-step synthesis of 2-halo glycals has been reported, employing potassium salts as halogen source (KI, KBr, and KCl). Versatility of the proposed methodology to generate chloro-, bromo-, and iodo-substituted d-glycals containing both aliphatic and aromatic substitutions emphasizes the reproducibility of the methodology. The synthesized halogenated derivatives were subjected to Suzuki, Heck, and Sonogashira cross-coupling reactions, showcasing the utility of the halogenated derivatives for subsequent C-2 functionalization reactions of d-glycals.

The Journal of Organic ChemistryVol. 90(37)
Banaras Hindu University (IN)
Openalex Percentile: Top 14%
Carbohydrate Chemistry and Synthesis
1.87
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