期刊
COMPTES RENDUS CHIMIE
卷 17, 期 10, 页码 1057-1064出版社
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.crci.2013.12.006
关键词
3,4-dihydropyrimidin-2(1H)-thiones; Cesium carbonate; Regioselectivity; Selective S-alkylation; Selective N3-acylation; Geometry optimization
资金
- University Grants Commission (UGC MRP) [PSW-053/10-11]
- UGC-SRF fellowship
Alkyl and acyl derivatives of 3,4-dihydropyrimidin-2(1H)-thiones were synthesized in good to excellent yields in the presence of Cs2CO3, a mild base. The method evidences a selective S-alkylation when using acyl chlorides as efficient acylating agents at room temperature on the 2-thioxo-dihydropyrimidone moiety. A possible mechanistic interpretation of the different selectivities in case of alkylation and acylation was done with the help of a geometry optimization process. (C) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
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