AN EFFICIENT SYNTHESIS OF PYRROLO[1',2' 2,3]PYRADAZINO-[6,1-ALPHA]ISOINDOLES FROM 1-PHTHALIMIDOPYRROLE/

Authors
MARCHALIN S DECROIX B
Citation
S. Marchalin et B. Decroix, AN EFFICIENT SYNTHESIS OF PYRROLO[1',2' 2,3]PYRADAZINO-[6,1-ALPHA]ISOINDOLES FROM 1-PHTHALIMIDOPYRROLE/, Heterocycles, 41(4), 1995, pp. 689-696
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
41
Issue
4
Year of publication
1995
Pages
689 - 696
Database
ISI
SICI code
0385-5414(1995)41:4<689:AESOP2>2.0.ZU;2-C
Abstract
A synthesis of pyrrolo[1',2':2,3]pyridazino[6,1-a]isoindole was develo ped. Reduction of 1-phthalimidopyrrole, followed by Wittig reaction us ing ethoxycarbonylmethylidenetriphenylphosphorane gave the carboxylic acid intermediate (3) which cyclized in the presence of boron trifluor ide etherate to furnish the tricyclic ketone (4). Mannich reaction, Sc hmidt rearrangement, and reduction of the above ketone were studied.