Gold- and indium-catalyzed synthesis of 3- and 6-sulfonylindoles from ortho-alkynyl-N-sulfonylanilines

Itaru Nakamura, Uichiro Yamagishi, Dschun Song, Sayaka Konta, Yoshinori Yamamoto

Research output: Contribution to journalArticle

173 Citations (Scopus)

Abstract

(Chemical Equation Presented) Consecutive formation of C-N and C-S bonds: The gold-catalyzed intramolecular aminosulfonylation of 2-alkynyl-N- sulfonylanilines 1 (R1 = H) produces 3-sulfonylindoles 2 in good to high yields, whereas the indium-catalyzed aminosulfonylation of 2-alkynyl-6-methoxy-N-sulfonylanilines 1 (R1 = MeO) affords 6-sulfonylindoles 3 as the major products (see scheme).

Original languageEnglish
Pages (from-to)2284-2287
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number13
DOIs
Publication statusPublished - 2007 Jun 29

Keywords

  • Cyclization
  • Fused-ring systems
  • Gold
  • Indium
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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