TBDPS and Br-TBDPS protecting groups as efficient aryl group donors in Pd-catalyzed arylation of phenols and anilines

Chunhui Huang, Vladimir Gevorgyan

Research output: Contribution to journalArticle

70 Scopus citations

Abstract

(Chemical Equation Presented) It is shown that the TBDPS protecting group can serve as an efficient phenyl group donor for o-bromophenols via Pd-catalyzed C-H arylation followed by a routine TBAF deprotection of the resulting silacycles. Employment of the newly designed Br-TBDPS protecting group in the same sequence allows for a facile introduction of a phenyl group at the ortho position of phenols and anilines. Alternatively, switching desilylation to oxidation in the last step allows the conversion of forming silacycles into valuable o-biphenols.

Original languageEnglish (US)
Pages (from-to)10844-10845
Number of pages2
JournalJournal of the American Chemical Society
Volume131
Issue number31
DOIs
StatePublished - Aug 12 2009

ASJC Scopus subject areas

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

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