The Journal of Organic Chemistry

A facile route to imidazol-4-yl anions and their reaction with carbonyl compounds

RM Turner, SD Lindell, SV Ley

Index: Turner, Richard M.; Lindell, Stephen D.; Ley, Steven V. Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5739 - 5740

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Citation Number: 65

Abstract

Imidazolyl anions are readily generated on C-2,' but generation of the thermodynamically less stable C-4(5) anions, in the absence of blocking groups at C-2:2 is much more difficult. Many biologically important molecules, for example histidine, H2-antagonists? and agricultural fun- gicides,' contain imidazole rings bearing alkyl substituents at the 4(5)-position. Consequently, a facile and versatile route to imidazol-4(5)-yl anions would have ...