PyDipSi: A general and easily modifiable/traceless Si-tethered directing group for C-H acyloxylation of arenes

Natalia Chernyak, Alexander S. Dudnik, Chunhui Huang, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

159 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)8270-8272
Number of pages3
JournalJournal of the American Chemical Society
Volume132
Issue number24
DOIs
StatePublished - Jun 23 2010

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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