SYNTHESIS OF -3-HYDROXY-2-(PYRROL-1-YLMETHYL)-1H-ISOINDOL-1-ONE - AN INTERMEDIATE FOR THE SYNTHESIS OF TETRACYCLIC SYSTEMS

Authors
KORENOVA A NETCHITAILO P DECROIX B
Citation
A. Korenova et al., SYNTHESIS OF -3-HYDROXY-2-(PYRROL-1-YLMETHYL)-1H-ISOINDOL-1-ONE - AN INTERMEDIATE FOR THE SYNTHESIS OF TETRACYCLIC SYSTEMS, Journal of heterocyclic chemistry, 35(1), 1998, pp. 9-12
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
35
Issue
1
Year of publication
1998
Pages
9 - 12
Database
ISI
SICI code
0022-152X(1998)35:1<9:SO--AI>2.0.ZU;2-O
Abstract
N-Chloromethylphthalimide 1 and the potassium salt of pyrrole gave N-( pyrrol-1-ylmethyl)phthalimide 2. Reduction of 2 led to the hydroxyisoi ndolone 3. This hydroxylactam cyclized under acidic conditions to lead to a pyrroloimidazoloisoindolone 4 via an acyliminium ion. Transforma tion of 3 with acetic acid derivatives provided 5, 7 and 9 which gave by intramolecular cyclization, tetracyclic compounds 6, 10 and 11.