Influence of copper(II) acetate on Ni/AcOH-promoted 5-endo and 5-exo radical cyclisations of trichloroacetamides

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Abstract

Incorporation of Cu(OAc)2 as oxidant in Ni/AcOH-promoted 5-endo radical cyclisations of N-alkenyl-trichloroacetamides allows an interesting control of the oxidation level of the products, as illustrated by the conversion of 3 into either 4 or 5. In addition, allylic trichloroacetamides 13a-f under the same conditions underwent a 5-exo radical cyclisation-oxidation sequence leading to unsaturated hydroindolones, which represent valuable synthetic intermediates.

Original languageEnglish
Pages (from-to)471-474
Number of pages4
JournalSynlett
Issue number4
Publication statusPublished - 1 Jan 2000

Keywords

  • 5-endo radical cyclisation
  • 5-exo radical cyclisation
  • Cu(OAc)
  • Nickel
  • Trichloroacetamide

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