AN OXAZOLINE-MEDIATED SYNTHESIS OF THE PYRROLOPHENANTHRIDINE ALKALOIDS AND SOME NOVEL DERIVATIVES

Citation
Rh. Hutchings et Ai. Meyers, AN OXAZOLINE-MEDIATED SYNTHESIS OF THE PYRROLOPHENANTHRIDINE ALKALOIDS AND SOME NOVEL DERIVATIVES, Journal of organic chemistry, 61(3), 1996, pp. 1004-1013
Citations number
91
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
61
Issue
3
Year of publication
1996
Pages
1004 - 1013
Database
ISI
SICI code
0022-3263(1996)61:3<1004:AOSOTP>2.0.ZU;2-8
Abstract
An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-br omoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazol ine 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simpl e two-step sequence provides general access to the pyrrolophenanthridi ne alkaloids 2-6.