Synthesis of substituted indoline and carbazole by benzyne-mediated cyclization-functionalization

Toshiharu Noji, Hideto Fujiwara, Kentaro Okano, Hidetoshi Tokuyama

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP) 2·2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.

Original languageEnglish
Pages (from-to)1946-1949
Number of pages4
JournalOrganic letters
Volume15
Issue number8
DOIs
Publication statusPublished - 2013 Apr 19

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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