Synfacts 2006(5): 0495-0495  
DOI: 10.1055/s-2006-934419
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Platinum Oxide Catalyzed Silylation of Aryl Halides with Triethylsilane

Contributor(s): Paul Knochel, Andrei Gavryushin
A. Hamze, O. Provot, J. D. Brion, M. Alami*
Université Paris-Sud XI, France
Further Information

Publication History

Publication Date:
21 April 2006 (online)

Significance

Arylsilanes are useful intermediates in organic synthesis, which might be used, for instance, as nucleophiles in aryl-aryl cross-coupling as well as in a number of other transition-metal-catalyzed coupling reactions. The search for a direct route toward these compounds from aryl halides, avoiding too reactive aryllithium or -magnesium intermediates attracts recently significant attention. So far, such a transformation has been successfully performed only on electron-rich aryl iodides, using Pd as catalyst. This method is complementary with the previously described protocols, and covers a larger scope of the substrates, including those bearing highly susceptible functional groups like nitro or aldehyde.