QD444 : Synthesis of pyrimidine derivatives using the Sonogashira and Click reactions
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2024
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In recent years, significant attention has been given to synthesizing heterocyclic compounds due to their medicinal properties. Pyrimidine derivatives are essential in organic and medicinal chemistry, exhibiting various biological activities such as anticancer, antiviral, antimicrobial, anti-inflammatory, analgesic, antioxidant, and antimalarial effects. Therefore, the synthesis of pyrimidine derivatives is a crucial area of research in organic synthesis. This study synthesized new heterocyclic compounds baxsed on pyrimidine derivatives using carbon-carbon coupling and click reactions.
In the first study, the amination reaction was conducted using 4-chloro-5-iodo-6-methyl-2-methylthiopyrimidine with primary and secondary amines. Subsequently, the reaction was continued using the Sonogashira reaction in the presence of the catalyst Pd (PPh3) Cl2 with terminal alkynes such as phenylacetylene and propargyl alcohols, afforded new pyrimidine derivatives.
The second study synthesized new pyrimidine derivatives connected to triazoles through a click reaction. This method involved the response of propargylic pyrimidines with aromatic azides and benzylazides in the presence of copper (I) iodide and sodium ascorbate to obtain 1,2,3-triazoles lixnked to pyrimidines. The structures of the synthesized compounds were confirmed using various spectroscopic data, including 13C NMR and 1H NMR.
Keywords:
#Pyrimidine derivatives #1 #2 #3-triazole #click chemistry #Sonogashira reaction. Keeping place: Central Library of Shahrood University
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