Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide

Masayuki Iwasaki, Daishi Fujino, Tatsuya Wada, Azusa Kondoh, Hideki Yorimitsu, Koichiro Oshima

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Regio- and stereoselective addition of a silyl-substituted alkynyl sulfide to various terminal alkynes proceeds in the presence of a palladium catalyst to give (Z)-1-thio-1,3-enynes, which are useful building blocks for the synthesis of polysubstituted 1,3-enynes. Addition to internal alkynes also takes place under solvent-free conditions (see scheme).

Original languageEnglish
Pages (from-to)3190-3194
Number of pages5
JournalChemistry - An Asian Journal
Volume6
Issue number12
DOIs
Publication statusPublished - 2011 Dec 2

Keywords

  • addition
  • alkynyl sulfide
  • alkynylthiolation
  • enyne
  • palladium

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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