Oxidative free radical reactions between 2-benzyl-1,4-naphthoquinones and β-dicarbonyl compounds

An I. Tsai, Yi Lung Wu, Che Ping Chuang

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

Oxidative free radical reactions between 2-benzyl-1,4-naphthoquinones and β-dicarbonyl compounds are described. Electrophilic carbon-centered radicals produced by the manganese(III) acetate or cerium(IV) ammonium nitrate oxidation of β-dicarbonyl compounds undergo efficient addition to a C-C double bond of quinone ring. This free radical reaction provides a novel method for the synthesis of naphthacene-5,12-diones.

Original languageEnglish
Pages (from-to)7829-7837
Number of pages9
JournalTetrahedron
Volume57
Issue number37
DOIs
Publication statusPublished - 2001 Sep 10

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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