Synthesis of highly substituted pyrroles via oxidative free radical reactions of β-aminocinnamates

An I. Tsai, Che Ping Chuang

Research output: Contribution to journalArticlepeer-review

42 Citations (Scopus)

Abstract

Oxidative free radical reactions of β-aminocinnamates are described. Imine radicals produced by tetra-n-butylammonium cerium(IV) nitrate (TBACN) oxidation of enamines undergo efficient addition to the C-C double bond of β-aminocinnamates. This TBACN mediated free radical reaction between β-aminocinnamates and enamines provides a novel method for the synthesis of highly substituted pyrroles. The direct TBACN oxidation of β- aminocinnamates gave the dimerization products effectively.

Original languageEnglish
Pages (from-to)2235-2239
Number of pages5
JournalTetrahedron
Volume62
Issue number10
DOIs
Publication statusPublished - 2006 Mar 6

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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