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New synthesis of substituted isoindolines from furans via epoxyisoindolines

✍ Scribed by A. D. Mance; B. Borovička; B. Karaman; K. Jakopčić

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
343 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The preparation of substituted N‐arylisoindolines 3 from simple furan derivatives 1 is reported. Oxatricycloadducts 2, readily accessible by intramolecular Diels‐Alder reaction are susceptible to acidic reagents yielding aromatized products 3 by a ring‐opening reaction via intermediate carbocation.

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