Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy

Atsushi D. Yamaguchi, Kathryn M. Chepiga, Junichiro Yamaguchi, Kenichiro Itami, Huw M.L. Davies

Research output: Contribution to journalArticle

75 Citations (Scopus)

Abstract

Syntheses of dictyodendrins A and F have been achieved using a sequential C-H functionalization strategy. The N-alkylpyrrole core is fully functionalized by means of a rhodium(I)-catalyzed C-H arylation at the C3-position, a rhodium(II)-catalyzed double C-H insertion at the C2- and C5-positions, and a Suzuki-Miyaura cross-coupling reaction at the C4-position. The syntheses of dictyodendrins A and F were completed by formal 6π-electrocyclization to generate the pyrrolo[2,3-c]carbazole core of the natural products.

Original languageEnglish
Pages (from-to)644-647
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number2
DOIs
Publication statusPublished - 2015 Jan 21
Externally publishedYes

ASJC Scopus subject areas

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

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