Sonogashira cross-coupling reactions of aryl chlorides with alkynes catalysed by a tetraphosphine–palladium catalyst

[Display omitted] A range of aryl chlorides undergoes cross-couplings with alkynes in good yields in the presence of [PdCl(C 3H 5)] 2/ cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as catalyst. A variety of aryl chlorides such as chloroacetophenone, chlorobenzonitrile, chloroni...

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Bibliographic Details
Published in:Tetrahedron letters 2004-11, Vol.45 (46), p.8443-8446
Main Authors: Feuerstein, Marie, Doucet, Henri, Santelli, Maurice
Format: Article
Language:English
Subjects:
Alkynes
Aryl chlorides
Catalysis
Cross-coupling
Palladium
Tetraphosphine
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Summary:[Display omitted] A range of aryl chlorides undergoes cross-couplings with alkynes in good yields in the presence of [PdCl(C 3H 5)] 2/ cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as catalyst. A variety of aryl chlorides such as chloroacetophenone, chlorobenzonitrile, chloronitrobenzene, chloroanisole or chlorotoluene have been used successfully. The reaction also tolerates several alkynes such as phenylacetylene, dec-1-yne, ethynylcyclohexene or alk-1-ynols. Furthermore, this catalyst can be used at low loading with some substrates.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2004.09.092