Open Air Organophotocatalyzed Ring-Closing Cascade Trifluoromethylation of Dienes inside a Supramolecular Gel

Mesoporous graphitic carbon nitride (<i>g</i>-C<sub>3</sub>N<sub>4</sub>) is an efficient heterogeneous photocatalyst. We report a redox-neutral trifluoromethylation of dienes using <i>g</i>-C<sub>3</sub>N<sub>4</sub> as a visible-light organophotocatalyst in a supramolecular gel platform under aerobic conditions. The gel medium suppresses oxygen diffusion, stabilizes intermediates, and enhances the photocatalytic efficiency, affording high yields. Using CF<sub>3</sub>SO<sub>2</sub>Na as the radical source, the reaction proceeds via radical addition and cyclization, producing trifluoromethylated saturated heterocycles with excellent chemo- and regioselectivity. Blue LED light (456 nm) drives oxidative and reductive electron transfer on <i>g</i>-C<sub>3</sub>N<sub>4</sub>. The method requires no metals, oxidants, or inert atmosphere, underscoring its sustainability.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-02
DOI
https://doi.org/10.1021/acs.joc.5c02559
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Open Air Organophotocatalyzed Ring-Closing Cascade Trifluoromethylation of Dienes inside a Supramolecular Gel

Santanu Mal, Surajit Singh, Devarajulu Sureshkumar, Koustav Pal et al.
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Open Air Organophotocatalyzed Ring-Closing Cascade Trifluoromethylation of Dienes inside a Supramolecular Gel

Santanu Mal, Surajit Singh, Devarajulu Sureshkumar, Koustav Pal, Debasish Haldar
article en

Abstract

Mesoporous graphitic carbon nitride (<i>g</i>-C<sub>3</sub>N<sub>4</sub>) is an efficient heterogeneous photocatalyst. We report a redox-neutral trifluoromethylation of dienes using <i>g</i>-C<sub>3</sub>N<sub>4</sub> as a visible-light organophotocatalyst in a supramolecular gel platform under aerobic conditions. The gel medium suppresses oxygen diffusion, stabilizes intermediates, and enhances the photocatalytic efficiency, affording high yields. Using CF<sub>3</sub>SO<sub>2</sub>Na as the radical source, the reaction proceeds via radical addition and cyclization, producing trifluoromethylated saturated heterocycles with excellent chemo- and regioselectivity. Blue LED light (456 nm) drives oxidative and reductive electron transfer on <i>g</i>-C<sub>3</sub>N<sub>4</sub>. The method requires no metals, oxidants, or inert atmosphere, underscoring its sustainability.

The Journal of Organic ChemistryVol. 91(10)
Indian Institute of Science Education and Research Kolkata (IN)
Responsible consumption and production
Openalex Percentile: Top 37%
Fluorine in Organic Chemistry
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