Silver-Mediated Intramolecular Friedel-Crafts-Type Cyclizations of 2-Benzyloxy-3-bromoindolines: Synthesis of Isochromeno[3,4-b[ indolines and 3-Arylindoles

Toshiki Yamashiro, Koji Yamada, Haruka Yoshida, Yutaro Tomisaka, Takahide Nishi, Takumi Abe

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

We disclose a silver-mediated intramolecular Friedel-Crafts-type cyclization of 2-benzyloxy-3-bromoindolines to afford an untapped family of isochromeno[3,4-b[indolines and 3-arylindoles, in which deformylative arylation of 2-(4-methoxybenzyloxy)-3-bromoindolines is reported for the first time. The isochromeno[3,4-b[indolines can be readily transformed into other heterocyclic moieties.

Original languageEnglish
Pages (from-to)2247-2252
Number of pages6
JournalSynlett
Volume30
Issue number20
DOIs
Publication statusPublished - 2019
Externally publishedYes

Keywords

  • 3-arylindoles
  • cyclization
  • deformylative arylation
  • Friedel-Crafts
  • isochromeno[3,4-b[indolines
  • silver

ASJC Scopus subject areas

  • Organic Chemistry

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