Novel rearrangement of pyrrolo[2,1-c] [1,4]benzodiazepines into pyrrolo[2,1-b]quinazolinones, analogous of alkaloid, vasicinone

Authors
Jolivet-Fouchet, S Fabis, F Bovy, P Ochsenbein, P Rault, S
Citation
S. Jolivet-fouchet et al., Novel rearrangement of pyrrolo[2,1-c] [1,4]benzodiazepines into pyrrolo[2,1-b]quinazolinones, analogous of alkaloid, vasicinone, HETEROCYCLE, 51(6), 1999, pp. 1257
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
51
Issue
6
Year of publication
1999
Database
ISI
SICI code
0385-5414(19990601)51:6<1257:NROP[I>2.0.ZU;2-6
Abstract
Tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-5,11-diones (4) and (22-24) in c oncentrated hydrochloric acid rearranged after 30 min into new oxohexahydro pyrrolo[2,1-b][1,4]quinazolinecarboxylic acids (5) and (25-27) in good yiel ds. Quinazolinone (5) was then treated in various conditions to lead to the corresponding esters and carboxamides (28-34).