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Synthesis 2006(11): 1771-1774
DOI: 10.1055/s-2006-942368
DOI: 10.1055/s-2006-942368
PAPER
© Georg Thieme Verlag Stuttgart · New YorkPalladium(0)-Catalyzed Silylation of Aryl Halides with Triorganosilanes: Synthesis of Aryl(2-furyl)silanes
Further Information
Received
25 November 2005
Publication Date:
05 May 2006 (online)
Publication History
Publication Date:
05 May 2006 (online)

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
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References
Cross-coupling of aryltri(2-furyl)germanes with aryl halides has been reported, see ref. 3.
14To 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.