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| Titre: | Regioselective and Catalyst-Free Epoxidation of (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones |
| Auteur(s): | Ameraoui, Rachid
Hammadi, Mohamed
Talhi, Oualid
Hassaine, Ridha
Bouchama, Abdelghani
Abdeldjebar, Hasnia
Belmiloud, Yamina
Brahimi, Meziane
Almeida Paz, Filipe A.
Bachari, Khaldoun
Silva, Artur M. S. |
| Mots-clés: | Chromones
Epoxidation
Regioselectivity
NMR
X-ray diffraction
density functional theory |
| Date de publication: | 2018 |
| Editeur: | Georg Thieme Verlag |
| Collection/Numéro: | Synlett/ Vol.29, N°20 (2018);pp. 2633-2637 |
| Résumé: | The uncatalyzed reaction of hydrogen peroxide with (E)-3-[3-(2-hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones resulted in a regioselective epoxidation of the chromone intracyclic C(2)=C(3) double bond to afford unique isomeric (E)-7a-[3-(2-hydroxyphenyl)-3-oxoprop-1-en-1-yl]-1aH-oxireno[2,3-b]chromen-7(7aH)-ones in high yields. 2D NMR and single-crystal X-ray diffraction were used to elucidate the structures of the chromanone epoxides. Density functional theoretical studies demonstrated a high electrophilicity of the starting chromones |
| URI/URL: | http://dlibrary.univ-boumerdes.dz:8080/handle/123456789/5332 |
| ISSN: | 0936-5214 |
| Collection(s) : | Publications Internationales
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