The synthesis of 2-amino-3-carboxamideindolizines with using pyridinium salt and C-nucleophiles–derivatives acetonitrile
Year: 2024
Type: article
Abstract: • Synthesis of α-halogen pyridinium salt using a mixture of 2-bromoacetamide and 2-chloropyridine. • Synthesis of N-carboxamide derivatives of 1,2-dihydropyridines via the S N Vin reaction. • Obtaining of 3-carboxamide substituted indolizines via the Thorpe reaction. • Preparation of hydrogenated pyrimidines using cyclocondensation reaction. 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.
Source: Results in Chemistry
Institution: University of Luhansk
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $1,490
OpenAlex ID: W4403465828