Electrophilic allylation of arenes with in situ generated allyltriarylbismuthonium compound: The bismuth-mediated polarity inversion of allylsilanes
Y Matano, M Yoshimune, H Suzuki
Index: Matano, Yoshihiro; Yoshimune, Masanori; Suzuki, Hitomi Tetrahedron Letters, 1995 , vol. 36, # 41 p. 7475 - 7478
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Citation Number: 16
Abstract
Reaction of triarylbismuth difluorides 1 with allyltrimethylsilane 2 in CH2Cl2 in the presence of BF3· OEt2 at low temperature generates allyltriarylbismuthonium compound 3 as a pale yellow solution, in which aromatic hydrocarbons and ethers, triphenylphosphine, dimethyl sulfide, p-toluenesulfinate, and thiophenol are all readily allylated to afford the corresponding allyl derivatives in moderate to good yields.
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