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

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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

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:
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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