The regioselectivity of the thioamide moiety against electrophiles and nucleophiles

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Authors

MOHAMED Walid Fathalla PAZDERA Pavel

Year of publication 2001
Type Article in Proceedings
Conference Sborník príspevkov 53. zjazd Chemických spoločností
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords Thioamides; thioureas; regioselectivity
Description Several research workers investigated the S / N nucleophilic character competition of the thioamide moieties (included in cyclic and acyclic systems) by the intermolecular reaction with electrophiles. The discrimination between the S-alkylation and the N-alkylation were briefly published for several cases but the reason for N- and S-atoms contributions were not yet described. Our communication will simply explain the N- and S-atoms involvement in reactions on the model compound 4-methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one.
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