Abstract

The Groebke-Blackburn-Bienayme’ Reaction (GBBR) is a well-established multi-component method to form imidazoles using cyclic amidines. In order to expand the scope of this reaction, we have explored the GBBR with acyclic amidines. We found that the acyclic amidine, benzamidine performed similarly to cyclic amidines with the electronics of the aldehyde having a significant influence on reaction yield. Other acyclic amidines including guanidine were less successful however the guanidine derivative, acetylguanidine showed promise. These findings suggest that acyclic amidines have the potential to be used to develop new imidazoles which can be further functionalized.

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