Sustainable HandaPhos-ppm Palladium Technology for Copper-Free Sonogashira Couplings in Water under Mild Conditions

Sustainable HandaPhos-ppm Palladium Technology for Copper-Free Sonogashira Couplings in Water under Mild Conditions

Complexation of ca. 1000 ppm Pd­(OAc)2 with the ligand HandaPhos (1–1.5:1) leads to a precatalyst that efficiently mediates Sonogashira couplings in aqueous nanomicelles under very mild conditions. Neither copper nor organic solvent is required in the reaction medium, and the product can be isolated...

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Veröffentlicht in:Organic letters 2018-02, Vol.20 (3), p.542-545
Hauptverfasser: Handa, Sachin, Smith, Justin D, Zhang, Yitao, Takale, Balaram S, Gallou, Fabrice, Lipshutz, Bruce H
Format: Artikel
Sprache:eng
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Zusammenfassung:Complexation of ca. 1000 ppm Pd­(OAc)2 with the ligand HandaPhos (1–1.5:1) leads to a precatalyst that efficiently mediates Sonogashira couplings in aqueous nanomicelles under very mild conditions. Neither copper nor organic solvent is required in the reaction medium, and the product can be isolated directly from the reaction flask, leaving behind a reaction mixture that can be recycled without additional additives.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03621