Versatile palladium(II)-catalyzed Negishi coupling reactions with functionalized conjugated alkenyl chlorides |
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Authors: | Jean-Franç ois Peyrat,Emmanuel ThomasNathalie L'Hermite,Mouâ d Alami,Jean-Daniel Brion |
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Affiliation: | Laboratoire de Chimie Thérapeutique, BioCIS-CNRS (UMR 8076), Université Paris-Sud, Faculté de Pharmacie, rue J. B. Clément, 92296 Châtenay-Malabry Cedex, France |
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Abstract: | Under palladium catalysis, we found that organozincate reagents, generated in situ, by reaction of Grignard compounds with less than molar amounts of zinc chloride, in the presence of conjugated alkenyl chlorides, give rapidly and cleanly the corresponding coupling product in high yields. In this way, aryl as well as primary and secondary alkyl substituents have been introduced successfully. The selectivity of the reaction allows to prepare various functionalized conjugated enynes and dienes from chloroenyne and chlorodiene derivatives bearing a functional group. |
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