Magnesium-mediated benzothiazole activation: a room temperature cascade of C-H deprotonation, C-C coupling, ring-opening and nucleophilic addition reactions

Victoria L. Blair, William Clegg, Alan R. Kennedy, Zoe Livingstone, Luca Russo, Eva Hevia

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Ligand domin(o)ated: In contrast to the straightforward deprotonation of benzothiazole using Grignard reagents, treatment of benzothiazole with 1 leads to a novel type of activation. The initial magnesiation initiates an unstoppable domino reaction of CC coupling, ring opening, nucleophilic addition, and deprotonation to give 2. THF=tetrahydrofuran.
Original languageEnglish
Pages (from-to)9857-9860
Number of pages4
JournalAngewandte Chemie
Volume50
Issue number42
DOIs
Publication statusPublished - 10 Oct 2011

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Keywords

  • cascade reactions
  • heterocylces
  • magnesium
  • metalation
  • mixed-metal chemistry

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