Reactions with alkenyl halides

C. Cross-coupling Reactions with Alkenyl Halides. 1281... 

Various Suzuki reactions have been performed by using 5 x 10 " mol. equiv. of support-bound catalyst 41 (Scheme 9). The reaction of 46 with electron-rich (47) or electron-deficient (48) arylboronic adds catalyzed by 50 ppm (5 x 10 mol. equiv.) of 41 afforded the corresponding biaryl products 49 and 50 in almost quantitative yields. The reactions of electron-deficient aryl bromides 51 and 52 with 53 proceeded smoothly in the presence of 500 ppm (5 x lO"" mol. equiv.) of 41 to give the corresponding biaryls 54 and 55 in 97-98% yield. This catalyst also proved effective in reactions with alkenyl halides. Ethyl cis-3-iodomethylacrylate 56 was converted to the corresponding coupling product 57 in 96% yield. 

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