New synthesis of substituted isoindolines from furans via epoxyisoindolines

Authors
Mance, AD Borovicka, B Karaman, B Jakopcic, K
Citation
Ad. Mance et al., New synthesis of substituted isoindolines from furans via epoxyisoindolines, J HETERO CH, 36(5), 1999, pp. 1337-1341
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
36
Issue
5
Year of publication
1999
Pages
1337 - 1341
Database
ISI
SICI code
0022-152X(199909/10)36:5<1337:NSOSIF>2.0.ZU;2-N
Abstract
The preparation of substituted N-arylisoindolines 3 from simple furan deriv atives 1 is reported. Oxatricycloadducts 2, readily accessible by intramole cular Diels-Alder reaction are susceptible to acidic reagents yielding arom atized products 3 by a ring-opening reaction via intermediate carbocation.