The effect of added silver nitrate on the palladium-catalyzed arylation of allyltrimethylsilanes

K Karabelas, C Westerlund…

Index: Karabelas, Kostas; Westerlund, Christer; Hallberg, Anders Journal of Organic Chemistry, 1985 , vol. 50, # 20 p. 3896 - 3900

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Citation Number: 167

Abstract

Results The preparative results of these investigations are summarized in Scheme I. Thus (E)-l-phenyl-3-(trimethyl-sily1)-1-propene (1) was obtained in 32% yield starting from allyltrimethylsilane and iodobenzene by using traditional Heck conditions. However, conducting the reaction at 50" C in MezSO in the presence of silver ions allowed the isolation of the isomer (E)-3-phenyl-l-(trimethylsily1)-1-propene (2) in 55% yield. Subjecting