Silver-catalyzed diastereoselective cascade radical cyclization of CF <sub>3</sub> -alkenyl quinolones with diarylphosphine oxides

A silver catalyzed phosphorus radical promoted cascade cyclization of quinolone derived unactivated olefins is described to access dual-functionalized dihydrophenanthridinones bearing phosphoryl and CF<sub>3</sub>-carbinol groups. The reaction achieves concurrent C-P and C-C bond formation in one step, providing excellent yields and high diastereoselectivity (>20 : 1). The CF<sub>3</sub> group exerts a strong steric effect, which helps achieve remarkable diastereoselectivity.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01505g
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Silver-catalyzed diastereoselective cascade radical cyclization of CF 3 -alkenyl quinolones with diarylphosphine oxides

Nagender Punna, Jaggaraju Prudhviraj, Chavakula Nagababu, Rami Sateesh et al.
Organic & Biomolecular Chemistry
Radical Photochemical Reactions
article

Silver-catalyzed diastereoselective cascade radical cyclization of CF 3 -alkenyl quinolones with diarylphosphine oxides

Nagender Punna, Jaggaraju Prudhviraj, Chavakula Nagababu, Rami Sateesh, Krishna Swaroop Desireddy
article en

Abstract

A silver catalyzed phosphorus radical promoted cascade cyclization of quinolone derived unactivated olefins is described to access dual-functionalized dihydrophenanthridinones bearing phosphoryl and CF<sub>3</sub>-carbinol groups. The reaction achieves concurrent C-P and C-C bond formation in one step, providing excellent yields and high diastereoselectivity (>20 : 1). The CF<sub>3</sub> group exerts a strong steric effect, which helps achieve remarkable diastereoselectivity.

Organic & Biomolecular ChemistryVol. 23(45)
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 75%
Radical Photochemical Reactions
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