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Studies with enaminones: Synthesis and chemical reactivity of 2-(4-dimethylamino-2-oxobut-3-enyl)-isoindole-1,3-dione and of 4-(4-dimethylamino-2-oxobut-3-enyloxy)-2H-phthalazin-1-one

✍ Scribed by Saleh Al-Mousawi; Elizabeth John; Najat Al-Kandery


Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
194 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

The title compounds were synthesized via condensing acetonylphthalimide and 4‐acetonyloxyphthalazine‐1‐one with dimethylformamide dimethylacetal (DMFDMA). The reaction of these enaminones with electrophiles and nucleophiles is reported as a route to polyfunctional heteroaromatics.


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## Abstract The title compound **1b** was prepared by tritiolysis of 5‐(O‐bromophenyl)‐2‐dimethylamino‐2‐oxazolin‐4‐one, **2**, with 10 Ci of tritium and diluted with unlabelled **1a**. The mass spectrum of the 2β€² ‐deutero derivative **1c**, prepared similarly, showed that 92.9 % of labelled compou