| Autor: |
Mehta VP; Laboratory for Organic and Microwave-Assisted Chemistry, Biomolecular Architecture, Department of Chemistry, University of Leuven (K. U. Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium., Sharma A, Hecke KV, Meervelt LV, Eycken EV |
| Jazyk: |
angličtina |
| Zdroj: |
The Journal of organic chemistry [J Org Chem] 2008 Mar 21; Vol. 73 (6), pp. 2382-8. Date of Electronic Publication: 2008 Feb 20. |
| DOI: |
10.1021/jo702656v |
| Abstrakt: |
A novel and convenient procedure for the synthesis of asymmetrically tri- and tetrasubstituted pyrazines starting from para-methoxybenzyl-protected 3,5-dichloro-2(1H)-pyrazinones was elaborated. The key step is the conversion of the intermediate para-methoxybenzyl-protected thiopyrazinone upon treatment with MeI/I(2), into a pyrazine, rendering the chlorine in the C5-position susceptible to substitution. This approach entails the orthogonal introduction of the four substituents of the pyrazine scaffold. The application of microwave irradiation during different steps of the sequence has been shown to be highly valuable for speeding up reactions. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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