Copper-MediatedPhosphoniumation of Aryl/Vinyl BoronicAcids

Following the successful construction of nitrilium/pyridinium and sulfonium salts, the Chan–Lam coupling has been significantly advanced with the first demonstration of quaternary phosphonium salt synthesis. We present a method employing copper(II) acetate in trifluoroethanol to efficiently produce a range of aryl and vinyl phosphonium salts from boronic acids, including those derived from complex natural products, thus overcoming phosphine oxidation issues and expanding the scope to functionalized phosphorus.

Publication Details

Journal
Figshare
Published
2025-03-04
DOI
https://doi.org/10.1021/acs.orglett.5c00444.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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Copper-MediatedPhosphoniumation of Aryl/Vinyl BoronicAcids

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Mycorrhizal Fungi and Plant Interactions
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Copper-MediatedPhosphoniumation of Aryl/Vinyl BoronicAcids

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Abstract

Following the successful construction of nitrilium/pyridinium and sulfonium salts, the Chan–Lam coupling has been significantly advanced with the first demonstration of quaternary phosphonium salt synthesis. We present a method employing copper(II) acetate in trifluoroethanol to efficiently produce a range of aryl and vinyl phosphonium salts from boronic acids, including those derived from complex natural products, thus overcoming phosphine oxidation issues and expanding the scope to functionalized phosphorus.

Figshare
Clean water and sanitation
Openalex Percentile: Top 54%
Mycorrhizal Fungi and Plant Interactions
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Copper-MediatedPhosphoniumation of Aryl/Vinyl BoronicAcids · Figshare (2025) | TGRS Research Map | TGRS