Synthesis using aromatic homolytic substitution: recent advances

W. Russell Bowman, John M. D. Storey

Research output: Contribution to journalLiterature review

262 Citations (Scopus)


This critical review aims at presenting recent developments in intramolecular aromatic homolytic substitution which has become one of the common methodologies in modern synthesis. The application of Bu3SnH- mediated cyclisations have proved especially useful. The critical review illustrates the mechanistic considerations required for planning synthetic applications and a wide range of synthetic protocols and natural product syntheses are shown. The latest evidence for the mechanisms involved in aromatic homolytic substitution are presented. (152 references).

Original languageEnglish
Pages (from-to)1803-1822
Number of pages20
JournalChemical Society Reviews
Issue number11
Early online date5 Jul 2007
Publication statusPublished - Nov 2007


  • radical IPSO-substituion
  • 6-membered heterocyclic rings
  • antitumor polycyclic acridines
  • electron-transfer processes
  • tert-butylmercury halides
  • solid-phase synthesis
  • aryl radicals
  • cyclization reactions
  • tributyltin hydride
  • imidoyl radicals


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