The first example of nickel-catalyzed silyl-Heck reactions: direct activation of silyl triflates without iodide additives

For the first time, nickel-catalyzed silyl-Heck reactions are reported. Using simple phosphine-supported nickel catalysts, direct activation of silyl triflates has been achieved. These results contrast earlier palladium-catalyzed systems, which require iodide additives to activate silyl-triflates. T...

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Veröffentlicht in:Tetrahedron 2014-07, Vol.70 (27-28), p.4250-4256
Hauptverfasser: McAtee, Jesse R., Martin, Sara E.S., Cinderella, Andrew P., Reid, William B., Johnson, Keywan A., Watson, Donald A.
Format: Artikel
Sprache:eng
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Zusammenfassung:For the first time, nickel-catalyzed silyl-Heck reactions are reported. Using simple phosphine-supported nickel catalysts, direct activation of silyl triflates has been achieved. These results contrast earlier palladium-catalyzed systems, which require iodide additives to activate silyl-triflates. These nickel-based catalysts exhibit good functional group tolerance in the preparation of vinyl silanes, and unlike earlier systems, allows for the incorporation of trialkylsilanes larger than Me3Si. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.03.021