Rhodium-catalyzed Hydroarylation and -Alkenylation of Alkynes with Silanediols. A Crucial Role of the Hydroxy Group for the Catalytic Reaction

Abstract

Aryl- and alkenylsilanediols, which possess two hydroxy groups on the silicon atom, undergo the rhodium-catalyzed addition of an organic group on silicon to internal alkynes. Treatment of several internal alkynes with aryl- or alkenylsilanediols in the presence of 3 mol% of [Rh(OH)(cod)]₂ affords the hydroarylated or hydroalkenylated products in good yields. A crucial role of the hydroxy group of silanediol for the catalytic reaction is also discussed with the related aryltin reagent.

silanediol - rhodium complex - hydroarylation - hydroalkenylation - internal alkyne

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