| dc.contributor.author |
Rotas, G |
en |
| dc.contributor.author |
Kimbaris, A |
en |
| dc.contributor.author |
Varvounis, G |
en |
| dc.date.accessioned |
2014-06-06T06:51:09Z |
|
| dc.date.available |
2014-06-06T06:51:09Z |
|
| dc.date.issued |
2011 |
en |
| dc.identifier.uri |
http://dx.doi.org/10.1016/j.tet.2011.07.083 |
en |
| dc.identifier.uri |
http://62.217.125.90/xmlui/handle/123456789/5357 |
|
| dc.subject |
Nickel |
en |
| dc.subject |
Zinc |
en |
| dc.title |
Synthesis of a novel pyrrolo[1,2- c][1.3]benzodiazepine analogue of VPA985 |
en |
| heal.type |
journalArticle |
en |
| heal.identifier.primary |
10.1016/j.tet.2011.07.083 |
en |
| heal.publicationDate |
2011 |
en |
| heal.abstract |
The seven-step synthesis of a novel structural isomer of VPA-985, N-[3-chloro-4-(5H-pyrrolo[1,2-c][1.3]benzodiazepin-6(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide, is described. (2-Aminophenyl)(1H-pyrrol-2-yl)methanone was converted with thiophosgene into (2-isothiocyanatophenyl)(1H-pyrrol-2-yl)methanone which was cyclised in the presence of base to 5-thioxo-5,6-dihydro-11H-pyrrolo[1,2-c][1.3]benzodiazepin-11-one. The latter underwent desulfurisation with Raney nickel followed by reduction with lithium aluminium hydride in the presence of aluminium trichloride and the resulting 6,11-dihydro-5H-pyrrolo[1,2-c][1.3]-benzodiazepine acylated with 2-chloro-4-nitrobenzoyl chloride to afford |
en |
| heal.journalName |
Tetrahedron |
en |
| dc.identifier.doi |
10.1016/j.tet.2011.07.083 |
en |