Ring Opening of Triflates Derived from Benzophospholan-3-one Oxides by Aryl Grignard Reagents as a Route to 2‑Ethynylphenyl(diaryl)phosphine Oxides
Abstract
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%.
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- DOI:
- Digital Object Identifier (open in new tab) 10.1021/acs.joc.1c01629
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- Category:
- Articles
- Type:
- artykuły w czasopismach
- Published in:
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JOURNAL OF ORGANIC CHEMISTRY
no. 86,
pages 14928 - 14941,
ISSN: 0022-3263 - Language:
- English
- Publication year:
- 2021
- Bibliographic description:
- Ponikiewski Ł., Sowa S.: Ring Opening of Triflates Derived from Benzophospholan-3-one Oxides by Aryl Grignard Reagents as a Route to 2‑Ethynylphenyl(diaryl)phosphine Oxides// JOURNAL OF ORGANIC CHEMISTRY -Vol. 86,iss. 21 (2021), s.14928-14941
- DOI:
- Digital Object Identifier (open in new tab) 10.1021/acs.joc.1c01629
- Verified by:
- Gdańsk University of Technology
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