5-Nitro[2.2]paracyclophanepyran-6-one-building block for the synthesis of [2.2]paracyclophanes containing condensed benzofuran subunits

Lucio Minuti, Assunta Marrocchi, Ilaria Tesei, Eszter Gacs-Baitz

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The 5-nitro[2.2]paracyclophanepyran-6-one 2 has been synthesized. DBN treatment of the Diels-Alder cycloadducts of 2 followed by DDQ oxidation unexpectedly led to [2.2]paracyclophanes containing a condensed benzofuran subunit.

Original languageEnglish
Pages (from-to)8789-8792
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number50
DOIs
Publication statusPublished - Dec 12 2005

Keywords

  • 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN)
  • Benzofuran
  • Coumarins
  • Diels-Alder cycloaddition
  • High pressure
  • [2.2]Paracyclophanes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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