Pd-Catalyzed C−H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group

Dhruba Sarkar, Vladimir Gevorgyan

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Abstract

An efficient Pd-catalyzed ortho-C−H alkylation reaction of arenes using a transformable and removable Si-tethered pyridyldiisopropylsilyl (PyrDipSi) directing group has been developed. In addition, the PyrDipSi directing group allows for an efficient sequential double-fold C−H alkylation/oxygenation of arenes to produce meta-alkylated phenols. This directing group can easily be removed or converted into valuable functionalities, such as aryl, iodo, boronic ester, or phenol.

Original languageEnglish (US)
Pages (from-to)11201-11204
Number of pages4
JournalChemistry - A European Journal
Volume22
Issue number32
DOIs
StatePublished - Jan 1 2016
Externally publishedYes

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Keywords

  • catalysis
  • C−H alkylation
  • directing group
  • palladium
  • silicon

ASJC Scopus subject areas

  • Chemistry(all)

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