Arylation of rhodium(II) azavinyl carbenes with boronic acids

Nicklas Selander, Brady T. Worrell, Stepan Chuprakov, Subash Velaparthi, Valery V. Fokin

Research output: Contribution to journalArticle

131 Citations (Scopus)

Abstract

A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 2,2-diaryl enamines at ambient temperatures has been developed. These transition-metal carbenes are directly produced from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of a rhodium carboxylate catalyst. In several cases, the enamines generated in this reaction can be cyclized into substituted indoles employing copper catalysis.

Original languageEnglish
Pages (from-to)14670-14673
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number36
DOIs
Publication statusPublished - 12 Sep 2012
Externally publishedYes

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ASJC Scopus subject areas

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

Cite this

Selander, N., Worrell, B. T., Chuprakov, S., Velaparthi, S., & Fokin, V. V. (2012). Arylation of rhodium(II) azavinyl carbenes with boronic acids. Journal of the American Chemical Society, 134(36), 14670-14673. https://doi.org/10.1021/ja3062453