Improvements in cross coupling reactions of hypervalent siloxane derivatives

Citation
Me. Mowery et P. Deshong, Improvements in cross coupling reactions of hypervalent siloxane derivatives, ORG LETT, 1(13), 1999, pp. 2137-2140
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
13
Year of publication
1999
Pages
2137 - 2140
Database
ISI
SICI code
1523-7060(199912)1:13<2137:IICCRO>2.0.ZU;2-P
Abstract
The scope of the palladium-catalyzed cross coupling reaction of aryl halide s with phenyltrimethoxysilane has been expanded to include aryl bromides, h eteroaryl bromides, and aryl chlorides; A more general Pd(0)-catalyst/ligan d system has been developed to activate bromides: palladium(ll) acetate (Pd (OAc)(2)) is activated with triphenylphosphine (PPh3) or tri-o-tolylphosphi ne (P(o-tol)(3)) (1:2 molar ratio of Pd:phosphine). Coupling of aryl chlori de derivatives required addition of 2-(dicyclohexylphosphino)biphenyl (Buch wald's ligand) to Pd(2)dba(3) (tris(dibenzylideneacetone)dipalladium(0)) (1 :1.5 molar ratio of Pd:phosphine).