Improved Synthesis of Aryltriethoxysilanes via Palladium(0)-Catalyzed Silylation of Aryl Iodides and Bromides with Triethoxysilane
Amy S. Manoso and Philip DeShong*
*Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742
A. S. Manoso, P. DeShong, J. Org. Chem., 2001, 66, 7449-7455.
DOI: 10.1021/jo010621q
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Abstract
The use of palladium(0) dibenzylideneacetone activated with 2-(di-tert-butylphosphino)biphenyl (Buchwald's ligand) enables the silylation of electron-rich para- and meta-substituted aryl halides to form the corresponding aryltriethoxysilane in good yield. However, ortho-substituted aryl halides failed to be silylated.
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A. S. Manoso, C. Ahn, A. Soheili, C. J. Handy, R. Correia, W. Seganish, P. DeShong, J. Org. Chem., 2004, 69, 8305-8314.
Palladium-Catalyzed Arylation of Allylic Benzoates Using Hypervalent Siloxane Derivatives
R. Correia, P. DeShong, J. Org. Chem., 2001, 66, 7159-7165.
Key Words
ID: J42-Y2001
