Synfacts 2007(7): 0747-0747  
DOI: 10.1055/s-2007-968647
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Rh(I)-Catalyzed Synthesis of Aryltriethoxysilanes from Aryl Electrophiles

Contributor(s): Paul Knochel, Andrei Gavryushin
M. Murata*, H. Yamasaki, T. Ueta, M. Nagata, M. Ishikura, S. Watanabe, Y. Masuda
Kitami Institute of Technology, Japan
Further Information

Publication History

Publication Date:
22 June 2007 (online)

Significance

Arylsiloxanes and their analogues have been developed recently as an alternative to boron and tin nucleophiles for the new carbon-carbon and carbon-heteroatom bond-forming reactions. Their direct preparation from aryl halides of sulfonates under mild conditions is therefore of high synthetic value. Herein, a mild Rh-catalyzed preparation of triethoxysilanes from aryl iodides, bromides, and triflates is reported. This reaction tolerates a majority of functional groups, affords products in good to excellent yields and is simple to perform.