Palladium-catalyzed cross-coupling reactions of 2-indolyldimethylsilanols with substituted aryl halides

Scott E Denmark, John D. Baird

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) A mild and general cross-coupling reaction of 2-indolylsilanols has been developed. The experimental variables that lead to successful coupling are (1) the use of sodium terf-butoxide as the activator, (2) the use of copper(l) iodide in stoichiometric quantities, and (3) the use of Pd2-(dba)3·CHCl3 as the catalyst. Under these conditions N-(Boc)-2-indolyldimethylsilanol reacts with a variety of aromatic iodides to afford the coupling products in good yield (70-84%).

Original languageEnglish (US)
Pages (from-to)3649-3652
Number of pages4
JournalOrganic Letters
Volume6
Issue number20
DOIs
StatePublished - Sep 30 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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