High Pressure Diels-Alder Reactions of 2-Vinyl-3,4-Dihydronaphthalene. Synthesis of Cyclopenta[c]- and Indeno[c]Phenanthrenones.

Lucio Minuti, Aldo Taticchi, Eszter Gacs-Baitz, Assunta Marrocchi

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

A new shorter synthesis of 2-vinyl-3,4-dihydro-naphthalene has been described. The Diels-Alder reactions of this diene with 4-acetoxy-2-cyclopenten-1-one, 3-bromoindan-1-one and inden-1-one under high pressure conditions are reported. A two step synthesis of cyclopenta[c]-and indeno[c]phenanthrenones is discussed. Structure analysis by 1H and 13C NMR spectroscopy is presented.

Original languageEnglish
Pages (from-to)8953-8958
Number of pages6
JournalTetrahedron
Volume51
Issue number32
DOIs
Publication statusPublished - Aug 7 1995

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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