Palladium(0)-Catalyzed Silylation of Aryl Halides with Triorganosilanes: Synthesis of Aryl(2-furyl)silanes

Abstract

Triorganosilanes, which possess two aryl groups on the silicon atom, undergo palladium-catalyzed silylation of aryl iodides. Aryl(2-furyl)silanes thus obtained are potentially useful starting materials for carbon-carbon bond-forming reactions in the presence of transition-metal catalysts and tetrabutylammonium fluo­ride.

Key words

silicon - palladium - catalysis - cross-coupling - halides

References

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12

Cross-coupling of aryltri(2-furyl)germanes with aryl halides has been reported, see ref. 3.

14

To some extent a plausible mechanism can be derived from that proposed by us for triethoxysilane (see ref. 2a); however, the role of KI (Table [2] , entries 9-12) is not easily interpreted.