REACTIONS OF 4-METHALLYLOXY(PROPARGYLOXY)-5,6-DIMETHYL-2-(THIOPHEN-2-YL)THIENO[2,3-d]PYRIMIDINES WITH TELLURIUM TETRAHALIDES
Year: 2025
Type: article
Abstract: In this study, new ethers of 4-methallyloxy(propargyloxy)-5,6-dimethyl-2-(thiophen-2-yl)thieno[2,3-d]pyrimidine were synthesized for the first time by modifying a known method used for the synthesis of an allyl analog. The structures of the newly obtained compounds were confirmed using ¹H NMR spectroscopy and elemental analysis. The NMR spectra indicate the occurrence of alkylation reactions, evidenced by the disappearance of the amide proton signal and the appearance of signals corresponding to the methallyl and propargyl substituents.The synthesized ethers were employed in reactions with tellurium tetrahalides, which were generated in situ. The reactions were carried out in glacial acetic acid, resulting in the formation of molecular complexes with a 1:1 molar ratio between the ether and the electrophilic reagent. The structures of the resulting products were confirmed using spectroscopic methods and elemental analysis data. It is noteworthy that varying the reaction conditions did not affect the regioselectivity of the tellurohalogenation process.In conclusion, this study demonstrates the successful synthesis of new tellurium-containing molecular complexes based on thienopyrimidine ethers. It was found that neither the nature of the electrophilic tellurium reagent nor the substitution pattern at position 4 of the ether influences the reaction pathway, indicating a stable mechanism for the formation of such molecular complexes.
Language: English
Subfield: Toxicology
Domain: Life Sciences
Open Access status: diamond
OpenAlex ID: W4411976073