Total synthesis of diptoindonesin G via a highly efficient domino cyclodehydration/intramolecular friedel-crafts acylation/regioselective demethylation sequence

Kyungsun Kim, Ikyon Kim

Research output: Contribution to journalArticlepeer-review

57 Citations (Scopus)

Abstract

A highly efficient total synthesis of diptoindonesin G is described employing a domino dehydrative cyclization/intramolecular Friedel-Crafts acylation/regioselective demethylation reaction of aryloxyketone 7 by the action of BCl3 wherein the tetracyclic 6H-anthra[1,9-bc]furan-6-one skeleton was constructed via the 3-arylbenzofuran in a one-pot manner. This is the first example of the strategic combination of these three reactions in a cascade fashion. The routes presented here allow for direct access to diptoindonesin G and its analogues.

Original languageEnglish
Pages (from-to)5314-5317
Number of pages4
JournalOrganic Letters
Volume12
Issue number22
DOIs
Publication statusPublished - 2010 Nov 19

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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