Preparation of functionalized aryl magnesium reagents by the addition of magnesium aryl thiolates and amides to arynes

Wen-Wei Lin, Ioannis Sapountzis, Paul Knochel

Research output: Contribution to journalArticle

68 Citations (Scopus)

Abstract

(Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).

Original languageEnglish
Pages (from-to)4258-4261
Number of pages4
JournalAngewandte Chemie - International Edition
Volume44
Issue number27
DOIs
Publication statusPublished - 2005 Jul 4

Keywords

  • Amination
  • Arynes
  • Grignard reagents
  • Heterocycles
  • Thioethers

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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