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Fluoride-Free Hiyama Cross-Coupling Reactions in Aqueous Medium
Shi and Zhang have reported Pd(OAc)2-catalyzed fluoride-free Hiyama cross-coupling reactions of aryltrialkoxysilanes with aryl bromides in good yields in aqueous medium under mild reaction conditions. The reaction yields were significantly improved by use of PEG and 3 equiv of sodium hydroxide. The products were easily separated with ethyl ether extraction, and the catalytic system was able to be reused eight times with high efficiency.
S. Shi, Y. Zhang, J. Org. Chem., 2007, 72, 5927.