Iridium-catalyzed selective synthesis of 4-substituted benzofurans and indoles via directed cyclodehydration

Kyoji Tsuchikama, Yu Ki Hashimoto, Kohei Endo, Takanori Shibata

Research output: Contribution to journalArticle

80 Citations (Scopus)

Abstract

A directed cyclization-dehydration cascade of α-aryloxy ketones and α-arylamino ketones was efficiently catalyzed by a cationic iridiumBINAP complex, which afforded various types of 4-substituted benzofurans and indoles in high yields with complete regioselectivity. The newly developed protocol also enabled the enantioselective preparation of chiral 4-acetyloxindole using a chiral iridium catalyst.

Original languageEnglish
Pages (from-to)2850-2854
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume351
Issue number17
DOIs
Publication statusPublished - 2009 Nov 1

Keywords

  • C-C bond formation
  • C-H functionalization
  • Heterocycles
  • Homogeneous catalysis
  • Iridium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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