Room temperature dehalogenation of chloroarenes by polymethylhydrosiloxane (PMHS) under palladium catalysis

The first method for the reduction of chloroarenes by polymethylhydrosiloxane (PMHS) is reported. Catalytic amounts of palladium(II) acetate in combination with PMHS and aqueous KF will rapidly hydrodehalogenate aryl chlorides at room temperature. The mildness of the method is demonstrated by its to...

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Bibliographic Details
Published in:Tetrahedron letters 2002-12, Vol.43 (49), p.8823-8826
Main Authors: Rahaim, Ronald J., Maleczka, Robert E.
Format: Article
Language:English
Subjects:
chlorides
hydrodehalogenation
palladium
PMHS
reduction
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Summary:The first method for the reduction of chloroarenes by polymethylhydrosiloxane (PMHS) is reported. Catalytic amounts of palladium(II) acetate in combination with PMHS and aqueous KF will rapidly hydrodehalogenate aryl chlorides at room temperature. The mildness of the method is demonstrated by its tolerance of ketones, amides, esters, nitriles, ethers, borate esters, and amines. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)02212-8