Abstract
Five optically active imidazole derivatives have been synthesized via a facile 4-step reaction sequence starting from commercially available and inexpensive N-Cbz amino acids. While microwave assisted condensation was unsuccessful, the condensation of the corresponding alpha-bromoketones with formamidine acetate in liquid ammonia was revealed to be a useful method for the synthesis of such imidazole derivatives. The derivatives thus prepared are structurally-related to histamine.
Highlights
From time immemorial, organic chemists have been attempting to synthesize, isolate and characterize heterocyclic molecules for their unique chemical and physical properties
Optically active imidazole derivatives formed upon cross-coupling reactions at the 2 position with another heterocycles, in order to further support the ability to bind transition metal ions, might provide interesting enantiopure nitrogen ligands
The most used method for imidazole ring construction involves a condensation of the α-bromoketones with formamidine in liquid ammonia [16,17,18,19,20,21]
Summary
Organic chemists have been attempting to synthesize, isolate and characterize heterocyclic molecules for their unique chemical and physical properties.
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