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. 1999 Dec 30;1(13):2137-40.
doi: 10.1021/ol991186d.

Improvements in cross coupling reactions of hypervalent siloxane derivatives

M E Mowery  1 , P DeShong
Affiliations

Improvements in cross coupling reactions of hypervalent siloxane derivatives

M E Mowery et al. Org Lett. .

Abstract

[formula: see text] The scope of the palladium-catalyzed cross coupling reaction of aryl halides with phenyltrimethoxysilane has been expanded to include aryl bromides, heteroaryl bromides, and aryl chlorides. A more general Pd(0)-catalyst/ligand system has been developed to activate bromides: palladium(II) acetate (Pd(OAc)2) is activated with triphenylphosphine (PPh3) or tri-o-tolylphosphine (P(o-tol)3) (1:2 molar ratio of Pd:phosphine). Coupling of aryl chloride derivatives required addition of 2-(dicyclohexylphosphino)biphenyl (Buchwald's ligand) to Pd2dba3 (tris-(dibenzylideneacetone)dipalladium(0)) (1:1.5 molar ratio of Pd:phosphine).

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