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Synlett 1993; 1993(10): 748-750
DOI: 10.1055/s-1993-22594
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Synthesis of 4-Substituted Imidazoles via 4-Metallo Imidazole Intermediates

Richard M. Turner* , Steven V. Ley, Stephen D. Lindell
  • *Schering Agrochemicals Limited, Chesterford Park, Saffron Walden, Essex CB10 1XL, England
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Publication Date:
19 March 2002 (online)

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Metal-halogen exchange of N-protected 4-iodoimidazoles 4 and 5 in CH2Cl2 solution with EtMgBr generates the corresponding imidazol-4-yl anions. These were reacted either directly, or after modification by addition of other metal salts, with a variety of electrophiles to yield 4-substituted imidazoles 6-15 in 53-97% yield.