Copper-catalyzed P-H insertion reactions of sulfoxonium ylides

A copper-catalyzed P-H insertion reaction between sulfoxonium ylides and H-phosphorus oxides has been demonstrated, furnishing α-phosphonyl carboxylate derivatives in 41-93% yields. This methodology utilizing bench-stable and thermodynamically stable sulfoxonium ylides as carbene precursors in the p...

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Veröffentlicht in:Organic & biomolecular chemistry 2021-07, Vol.19 (26), p.5767-5771
Hauptverfasser: Zhang, Xinzhi, Zhang, Yangyang, Liang, Cuijian, Jiang, Jun
Format: Artikel
Sprache:eng
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Zusammenfassung:A copper-catalyzed P-H insertion reaction between sulfoxonium ylides and H-phosphorus oxides has been demonstrated, furnishing α-phosphonyl carboxylate derivatives in 41-93% yields. This methodology utilizing bench-stable and thermodynamically stable sulfoxonium ylides as carbene precursors in the presence of the inexpensive and readily available copper catalyst shows advantages such as mild reaction conditions, good functional group compatibility, and easy scale-up, which make this protocol attractive for large-scale chemical processing and processing at the industrial scale. A copper-catalyzed P-H insertion reaction between sulfoxonium ylides and H-phosphorus oxides has been developed to synthesize α-phosphonyl carboxylate derivatives.
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob00948f