Thermal and Au(I)-catalyzed intramolecular [4+2] cycloaddition of aryl-substituted 1,6-diynes for the synthesis of biaryl compounds

Takanori Shibata, Ryo Fujiwara, Daisuke Takano

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

1,6-Diynes, possessing aryl groups on their termini, undergo an intramolecular [4+2] cycloaddition via strained cyclic allene intermediates to give various biaryl compounds. Under thermal conditions, isomerization of the intermediates occurs, while, in the presence of a cationic gold catalyst, skeletal rearrangement is a major pathway.

Original languageEnglish
Pages (from-to)2062-2066
Number of pages5
JournalSynlett
Issue number13
DOIs
Publication statusPublished - 2005 Aug 19

Keywords

  • Arylalkynes
  • Biaryl compounds
  • Cycloaddition
  • Diynes
  • Gold

ASJC Scopus subject areas

  • Organic Chemistry

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