Cerium salts in the oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds

Chih Chung Tseng, Yi Lung Wu, Che Ping Chuang

Research output: Contribution to journalArticlepeer-review

68 Citations (Scopus)

Abstract

The oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds mediated by cerium(IV) salts are described. In contrast to those mediated by manganese(III) acetate, the cerium(IV) mediated free radical reaction provides a novel method for the synthesis of benzo[f]indole-4,9-diones exclusively. This high selectivity is due to the strong oxaphilicity of the cerium salts.

Original languageEnglish
Pages (from-to)7625-7633
Number of pages9
JournalTetrahedron
Volume58
Issue number38
DOIs
Publication statusPublished - 2002 Sep 16

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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