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New Compounds in Ring-opening Reaction of 5-Substituted Epoxyisoindolines by Ana Dunja Mance; Branko Borovička; KreŠImir Jakopčić; Gordana Pavlović; Ivan Leban is a Chemistry article available to read on EtoBox.

What is New Compounds in Ring-opening Reaction of 5-Substituted Epoxyisoindolines about?

## Abstract Methoxy or nitro group present in the furan ring of tertiary alkenylfurfurylamine changes the expected results of both, the intramolecular [4+2]cycloaddition and the acid catalyzed ring‐opening reaction of the derived oxatricycloadduct. With a 5‐methoxy group, in addition to the expected 5‐methoxyisoindoline **3**, the corresponding hydroxy derivative **5** was obtained. On the other hand a 5‐nitro group changes the outcome of the reaction even more profoundly. Instead of the expected 5‐nitroisoindoline **12**, 5‐nitro‐substituted epoxy‐isoindoline **6** submitted to ring‐opening reaction with the mixture of hydrobromic and acetic acid, yielded the mixture of bromo‐substituted epoxy compounds **7,8, 9** and/or bromo‐substituted isoindolines **10** and **11**.

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Author
Ana Dunja Mance; Branko Borovička; KreŠImir Jakopčić; Gordana Pavlović; Ivan Leban
Publisher
Journal of Heterocyclic Chemistry; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley; FASEB (ISSN 0022-152X)
Published
2002
Language
EN
Field
Chemistry (Physical Sciences)

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