PyDipSi: a general and easily modifiable/traceless Si-tethered directing group for C-H acyloxylation of arenes.
PyDipSi: a general and easily modifiable/traceless Si-tethered directing group for C-H acyloxylation of arenes.
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DOI：
10.1021/ja1033167
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发表时间：
2010-06-23
影响因子：
15
通讯作者：
Gevorgyan, Vladimir
中科院分区：
文献类型：
--
作者：
Chernyak, Natalia;Dudnik, Alexander S.;Huang, Chunhui;Gevorgyan, Vladimir
开发了一种新的通用且易于安装的硅系联吡啶导向基团(Pd-Pd催化的邻位C-−H-酰氧基化芳烃)。也已经证明，该导向基团可以有效地被移除以及转化为各种其他有价值的官能团。此外，伴随着对苯二异丙基硅氧基化和将其定量转化为卤素官能团而安装的吡二硅基的安装代表了卤代芳烃的正式三步邻位氧化反应。
A new general and easily installable silicon-tethered pyridyl-containing directing group (PyDipSi) that allows for highly efficient and regioselective Pd-catalyzed ortho C−H acyloxylation of arenes has been developed. It has also been demonstrated that this directing group can efficiently be removed as well as converted into a variety of other valuable functional groups. In addition, the installation of the PyDipSi directing group along with pivaloxylation and quantitative conversion of the PyDipSi group into a halogen functionality represents a formal three-step ortho oxygenation of haloarenes.
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