The synthesis of 2-amino-3-carboxamideindolizines with using pyridinium salt and C-nucleophiles–derivatives acetonitrile

Abstract

This study reports the synthesis of a pyridinium salt achieved by heating 2-chloropyridine with 2-bromoacetamide in the absence of solvent. The synthesized salt exhibits a high reactivity towards nucleophilic substitution reactions with C-nucleophiles derived from acetonitrile. Furthermore, the resulting N-carboxamide-2(1H)pyridines are efficiently transformed into 2-amino-3-carboxamideindolizines via a cyclisation process, leading to a high yield of the desired product. These findings highlight the potential of this synthetic route for the production of valuable indolizine derivatives.

Keywords

• Pyridinium salt
• SNVin reactions
• Indolizines
• Cyclisation reaction
• Stereoselectivity
• Thorpe reaction