• 2-Oxazolines as activating groups towards metallation and stabilising groups against polymerization in N-substituted pyrroles

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    • Keywords


      2-Oxazolines; N-substituted pyrroles; lithium derivatives; regioselective lithiation

    • Abstract


      Benzaldehyde is shown to be a more suitable electrophile than carbon dioxide in reactions involving the lithio derivatives of 2-(N-methylpyrrol-2-yl) oxazolines. The relative reactivities of the C3-Li and C5-Li bonds in ethereal solvents are examined. The 2-oxazolino group at a 2-position in N-substituted pyrrole is shown to possess an activating effect on the 5-position towards lithiation, and eliminates the propensity of the pyrrole nucleus towards polymerisation. The conditions for removal of the 2-protecting group are explored.

    • Author Affiliations


      Raphael I Ngochindo1 2

      1. The Robert Robinson Laboratories, Department of Chemistry, University of Liverpool, P.O. Box 147, Liverpool - L69 3BX, UK
      2. Department of Chemistry, Federal University of Technology, Owerri - P.M.B. 1526, Nigeria
    • Dates

  • Journal of Chemical Sciences | News

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