CARBONYLATIVE COUPLING REACTION OF ORGANOFLUOROSILANES WITH ORGANIC HALIDES PROMOTED BY FLUORIDE-ION AND PALLADIUM CATALYST

被引：85

作者：

HATANAKA, Y ^{[1
]}

FUKUSHIMA, S ^{[1
]}

HIYAMA, T ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR,4-4-1 NISHIOHNUMA,SAGAMIHARA,KANAGAWA 229,JAPAN

来源：

TETRAHEDRON | 1992年 / 48卷 / 11期

关键词：

CARBONYLATIVE COUPLING; ORGANOFLUOROSILANES; KETONE SYNTHESIS;

D O I：

10.1016/S0040-4020(01)88878-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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, nitrile, 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.

引用

页码：2113 / 2126

页数：14

共 31 条

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