Tetrahedron p. 2113 - 2126 (1992)
Update date:2022-08-04
Topics:
Hatanaka, Yasuo
Fukushima, Satoshi
Hiyama, Tamejiro
Palladium-catalyzed carbonylative cross coupling reaction of organofluorosilanes with organic halides was achieved in the presence of fluoride ion and an atmospheric pressure of carbon monoxide.Alkenyl- or arylfluorosilanes effectively underwent this reaction with alkenyl or aryl iodides in moderate to good yields.Thus, highly functionalized ketones are readily available without protection of reactive functional group such as aldehyde, ketone, ester, nitril, and alcohol.For smooth ketone formation, use of organofluorosilanes is essential; tetraorganosilanes like aryl(trimethyl)silanes, upon reaction with aryl iodides, gave aroyl fluorides instead. Key Words: carbonylative coupling; organofluorosilanes; ketone synthesis
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