| Publication Type |
Journal Article |
| Title |
SYNTHESIS AND ANTIMICROBIAL EVALUATION OF OXAZOLE-2(3H)-THIONE AND 2-ALKYLSULFANYL-1,3-OXAZOLE DERIVATIVES |
| Authors |
Sandrina Silva Filipa V. M. Silva Jorge Justino Amélia P. Rauter Patrick Rollin Arnaud Tatibouet |
| Groups |
HC |
| Journal |
HETEROCYCLES |
| Year |
2014 |
| Month |
January |
| Volume |
88 |
| Number |
2 |
| Pages |
1013-1028 |
| Abstract |
The preparation of oxazole-2(3B)-thiones (OXTs) by condensation of thiocyanic acid on a-hydroxycarbonyl substrates has been revisited. Extension to more complex scaffolds afforded chiral OXTs, whereas carbohydrate-fused 2-alkylsulfanyl-1,3-oxazolines led to original hemiaminal structures. A survey of the reactivity of OXTs with various electrophiles showed S- or N-chemoselectivity based on HSAB parameters. Antimicrobial evaluation of selected synthesized compounds was carried out, from which the hemiaminal 15 emerged as a promising antifungal agent. |
| DOI |
http://dx.doi.org/10.3987/COM-13-S(S)56 |
| ISBN |
|
| Publisher |
|
| Book Title |
|
| ISSN |
0385-5414 |
| EISSN |
1881-0942 |
| Conference Name |
|
| Bibtex ID |
ISI:000330084900016 |
| Observations |
|
