First hypervalent iodine(III)-catalyzed C-N bond forming reaction: catalytic spirocyclization of amides to N-fused spirolactams

Chem Commun (Camb). 2007 Mar 28:(12):1224-6. doi: 10.1039/b616510a. Epub 2006 Dec 22.

Abstract

A protic solvent, 2,2,2-trifluoroethanol (CF(3)CH(2)OH), was successfully introduced into hypervalent iodine(III)-involved catalytic cycles as an effective solvent, and the first iodoarene-catalyzed intramolecular carbon-nitrogen bond forming reaction was achieved under strong acid-free and mild conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Carbon / chemistry*
  • Catalysis
  • Cyclization
  • Iodine / chemistry*
  • Lactams / chemistry*
  • Magnetic Resonance Spectroscopy
  • Nitrogen / chemistry*

Substances

  • Amides
  • Lactams
  • Carbon
  • Iodine
  • Nitrogen