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Ring Opening of Triflates Derived from Benzophospholan-3-one Oxides by Aryl Grignard Reagents as a Route to 2-Ethynylphenyl(diaryl)phosphine Oxides

[Image: see text] A new simple method for the synthesis of 2-ethynylphenyl(diaryl)phosphine oxides via ring opening of benzophosphol-3-yl triflates has been developed. This process occurs via nucleophilic attack of a Grignard reagent at the phosphorus center, which results in ring opening and cleava...

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Detalles Bibliográficos
Autores principales: Ponikiewski, Łukasz, Sowa, Sylwia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8576819/
https://www.ncbi.nlm.nih.gov/pubmed/34699223
http://dx.doi.org/10.1021/acs.joc.1c01629
Descripción
Sumario:[Image: see text] A new simple method for the synthesis of 2-ethynylphenyl(diaryl)phosphine oxides via ring opening of benzophosphol-3-yl triflates has been developed. This process occurs via nucleophilic attack of a Grignard reagent at the phosphorus center, which results in ring opening and cleavage of a leaving group. The reaction proceeds under mild conditions and, within 15–60 min, leads to a library of previously unavailable 2-ethynylphenylphosphine oxides in yields up to 98%.