Regiochemistry of N??substitution of some 4 (5)??substituted imidazoles under solvent??free conditions

…, M Haukka, P Vainiotalo, P Aulaskari

Index: Oresmaa, Larisa; Taberman, Helena; Haukka, Matti; Vainiotalo, Pirjo; Aulaskari, Paula Journal of Heterocyclic Chemistry, 2007 , vol. 44, # 6 p. 1445 - 1451

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Citation Number: 6

Abstract

Imidazole nitrogen can be substituted by applying an alkyl halide as electrophile under basic conditions. Alkylations have also been carried out in neutral conditions, but since the imidazolate anion is a far more effective nucleophile, most alkylations are done in basic conditions. For 2-substituted and symmetrically substituted compounds the reaction is straightforward, although quaternization may occasionally be a problem. Typically N- ...