Palladium-catalyzed silylation of electron-deficient aryl iodides using triorganosilane in the presence of pyridine and LiCl

Muneaki Iizuka, Yoshinori Kondo

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

Palladium-catalysed silylation of aryl iodides with electron-withdrawing groups was efficiently achieved using pyridine and lithium chloride as additives and conducting the reaction at room temperature. Functionalized aryl[2-(hydroxymethyl)-phenyl]dimethylsilanes were also prepared by palladium-catalysed reaction using THP-protected [2-(hydroxymethyl)-phenyl] dimethylsilane as a silylating agent followed by deprotection. Rhodium-catalysed 1,4-addition of the arylsilane was carried out using cyclohexenone as an enone in excellent yield.

Original languageEnglish
Pages (from-to)1161-1163
Number of pages3
JournalEuropean Journal of Organic Chemistry
Issue number7
DOIs
Publication statusPublished - 2008 Mar 1

Keywords

  • Aryl iodides
  • Lithium chloride
  • Palladium
  • Pyridine
  • Silylation

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Palladium-catalyzed silylation of electron-deficient aryl iodides using triorganosilane in the presence of pyridine and LiCl'. Together they form a unique fingerprint.

  • Cite this