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New synthesis of substituted isoindolines from furans via epoxyisoindolines
Author(s) -
Mance A. D.,
Borovička B.,
Karaman B.,
Jakopčić K.
Publication year - 1999
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570360537
Subject(s) - chemistry , furan , intramolecular force , carbocation , ring (chemistry) , reagent , combinatorial chemistry , organic chemistry , medicinal chemistry
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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