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2005
Organo-silicon compounds
S 0060
Synthesis of Functionalized 1-Substituted Alkenylsilanols and Establishment of
for Their Palladium-Catalyzed Cross-Coupling Reactions to Afford
06- 162 Conditions
1-Substituted Styrene Derivatives. — 1-Substituted alkenyl(phenyl)silanes are converted into the corresponding alkenylsilanols as a mixture with the dehydrated dimer
[cf. (III)] on treatment with triflic acid. Both products can be further used without separation for cross-coupling reactions with various aryl iodides to furnish 1-substituted
functionalized styrenes. The present reaction is catalyzed by a Pd(0) catalyst in the presence of CuCl and tetrabutylammonium fluoride to eliminate protiodesilylation of alkenylsilanols favoring the formation of ipso-coupling products. — (GHOSH*, S. K.;
SINGH, R.; SINGH, G. C.; Eur. J. Org. Chem. 2004, 20, 4141-4147; Bio-Org. Div.,
Bhabha At. Res. Cent., Trombay, Bombay 400 085, India; Eng.) — Adam
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