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]

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Summary

Introduction

Organic chemists have been attempting to synthesize, isolate and characterize heterocyclic molecules for their unique chemical and physical properties.

Results
Conclusion
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