New synthesis of substituted isoindolines from furans via epoxyisoindolines

…, B Borovička, B Karaman, K Jakopčić

Index: Mance; Borovicka; Karaman; Jakopcic Journal of Heterocyclic Chemistry, 1999 , vol. 36, # 5 p. 1337 - 1341

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Citation Number: 13

Abstract

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.