ELECTROPHILIC ALLYLATION OF ARENES WITH IN-SITU GENERATED ALLYLTRIARYLBISMUTHONIUM COMPOUND - THE BISMUTH-MEDIATED POLARITY INVERSION OF ALLYLSILANES

Authors
MATANO Y YOSHIMUNE M SUZUKI H
Citation
Y. Matano et al., ELECTROPHILIC ALLYLATION OF ARENES WITH IN-SITU GENERATED ALLYLTRIARYLBISMUTHONIUM COMPOUND - THE BISMUTH-MEDIATED POLARITY INVERSION OF ALLYLSILANES, Tetrahedron letters, 36(41), 1995, pp. 7475-7478
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
41
Year of publication
1995
Pages
7475 - 7478
Database
ISI
SICI code
0040-4039(1995)36:41<7475:EAOAWI>2.0.ZU;2-G
Abstract
Reaction of triarylbismuth difluorides 1 with allyltrimethylsilane 2 i n CH2Cl2 in the presence of BF3 . OEt(2) at low temperature generates allyltriarylbismuthonium compound 3 as a pale yellow solution, in whic h aromatic hydrocarbons and ethers, triphenylphosphine, dimethyl sulfi de, p-toluenesulfinate, and thiophenol are all readily allylated to af ford the corresponding allyl derivatives in moderate to good yields.