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  • Title: PyDipSi: a general and easily modifiable/traceless Si-tethered directing group for C-H acyloxylation of arenes.
    Author: Chernyak N, Dudnik AS, Huang C, Gevorgyan V.
    Journal: J Am Chem Soc; 2010 Jun 23; 132(24):8270-2. PubMed ID: 20509671.
    Abstract:
    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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