Synthesis and functionalization of 6,7-dihydro-5H-pyrrolo[1,2-c]imidazole

Abstract

Starting from readily available aminocarbonyl compounds Marckwald reaction was used for the preparation of 6,7-dihydro-5H-pyrrolo[1,2-c]imidazoles. The two-step procedure afforded the product in high yield and can be used for preparation of bulk quantities. Their further reactions with various electrophiles were studied giving previously unknown functionalized derivatives. The reaction with silylformamidine that exists in an equilibrium with its carbenic form afforded C-silyl derivative. Various halogen derivatives were prepared and used as starting materials.  • Commercially available starting materials

 • High yield methods

 • Can be used for bulk synthesis of unsubstituted imidazoles

 • Polyfunctional core

 • 22 examples

Graphical abstract

Keywords:

• Halogenation
• Marckwald reaction
• 5H-pyrrolo[1
• 2-c]imidazole
• silylation