Alkenylthioimidoyl radicals: competition between Β-scission and cyclization to dihydrothiophen-2-ylidene-amines

M Minozzi, D Nanni, John Christopher Walton

Research output: Other contribution

23 Citations (Scopus)

Abstract

But-3-enylthiolmidoyl radicals were shown by EPR spectroscopy and end product analysis to ring-close predominantly in the 5-exo mode with a rate constant of 2.4 x 10(4) s(-1) at 300 K to afford substituted dihydrothiophenylmethyl radicals. This ring closure was in competition with dissociation to but-3-enyl radicals and an isothiocyanate. The dissociation predominated at temperatures above ca. 300 K.

Original languageEnglish
Volume5
DOIs
Publication statusPublished - 20 Mar 2003

Keywords

  • ENANTIOSELECTIVE TOTAL SYNTHESIS
  • ELECTRON-SPIN RESONANCE
  • (-)-ALPHA-KAINIC ACID
  • ARYL ISOTHIOCYANATES
  • ARYLIMIDOYL RADICALS
  • AROMATIC ANNELATION
  • RATE CONSTANTS
  • ISONITRILES
  • QUINOLINES
  • CHEMISTRY

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