Rhodium(III)-catalyzed Oxidative Coupling through C–H Bond Cleavage Directed by Phosphinoxy Groups

A straightforward synthesis of phosphaisocoumarins is achieved by the rhodium-catalyzed oxidative coupling of diarylphosphinic and phenylphosphonic acid derivatives with alkynes. The P–OH groups effectively act as the key function for the regioselective C–H bond cleavage. Related oxidative coupling...

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Veröffentlicht in:Organic letters 2013-07, Vol.15 (13), p.3258-3261
Hauptverfasser: Unoh, Yuto, Hashimoto, Yuto, Takeda, Daisuke, Hirano, Koji, Satoh, Tetsuya, Miura, Masahiro
Format: Artikel
Sprache:eng
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Zusammenfassung:A straightforward synthesis of phosphaisocoumarins is achieved by the rhodium-catalyzed oxidative coupling of diarylphosphinic and phenylphosphonic acid derivatives with alkynes. The P–OH groups effectively act as the key function for the regioselective C–H bond cleavage. Related oxidative coupling of phenylphosphine oxides with alkenes can also be conducted smoothly under similar conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4012794