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Research Article Open access CC BY 4.0

Phosphoric Acid Derivative-Catalyzed Carbonyl-Olefin Metathesis

Heidi A. Dahlmann, Finn Beruldsen, Hayden L. Criswell, Phillip F. Crook, Evan C. Glassford, Alyssa K. Jones, Reece B. Mitchell, Laura F. Mortan, Nicholas Ryan, Alexandria M. Smith, Evan M. Vazquez

Organics · pp. 29–29 · Published 8 Jul 2026

10.3390/org7030029

Abstract

Ring-closing carbonyl-olefin metathesis (COM) reactions provide a straightforward method for producing cyclic alkenes from precursors containing carbonyl functional groups tethered to nucleophilic alkenes. Within the last decade, many methods for carrying out Lewis acid- or organocatalyzed COM reactions were reported; however, Brønsted–Lowry acid-catalyzed COM reactions are less developed. Herein, we report that phosphoric acid derivatives and N-triflylphosphoramides mediate COM reactions, although the substrate scope is limited to biaryl compounds that cyclize to produce phenanthrene products. We also disclose the synthesis and characterization of a previously non-fully characterized phosphoric acid derivative and a novel phosphoramide.

Chemistry Phosphoric acid Metathesis Organic chemistry Nucleophile Lewis acids and bases Substrate (aquarium) Combinatorial chemistry

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