Platinum-catalyzed consecutive C-N bond formation-[1,3] shift of carbamoyl and ester groups

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50 Citations (Scopus)

Abstract

The reaction of ortho-alkynylphenylureas 1 having a carbamoyl group attached to the nitrogen atom proceeded in the presence of catalytic amounts of PtI4, affording corresponding indole-3-carbamides 2 in moderate to high yields. In addition, the platinum-catalyzed cyclization of ortho-alkynylphenyl carbamates 3 afforded corresponding indole-3-carboxylates 4 in good yields. The present reaction proceeds through the intramolecular addition of carbon-nitrogen bonds to triple bonds, the so-called carboamination.

Original languageEnglish
Pages (from-to)2075-2077
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number18
DOIs
Publication statusPublished - 2009 May 6

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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