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. 2006 Dec 7;8(25):5725-8.
doi: 10.1021/ol062093g.

Palladium-catalyzed regiocontrolled alpha-arylation of trimethylsilyl enol ethers with aryl halides

Tetsuo Iwama  1 , Viresh H Rawal
Affiliations

Palladium-catalyzed regiocontrolled alpha-arylation of trimethylsilyl enol ethers with aryl halides

Tetsuo Iwama et al. Org Lett. .

Abstract

Inter- and intramolecular arylations of trimethylsilyl enol ethers with aryl halides are accomplished regiospecifically in the presence of a palladium catalyst and tributyltin fluoride in refluxing benzene or toluene. The optimal catalyst system called for the use of Pd2(dba)3 and tri-tert-butylphosphine in ca. 1:2 ratio. Aryl iodides, bromides, and chlorides are all effective arylation partners in this reaction. [reaction: see text]

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Scheme 1
Scheme 1
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References

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