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Enaminones in Heterocyclic Synthesis: Synthesis and Chemical Reactivity of 3-Anilino-1-substituted-2-propene-1-one.

✍ Scribed by Balkis Al-Saleh; Morsy Ahmed El-Apasery; Rasha Safwat Abdel-Aziz; Mohamed Hilmy Elnagdi


Publisher
John Wiley and Sons
Year
2005
Weight
23 KB
Volume
36
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

For Abstract see ChemInform Abstract in Full Text.


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Enaminones in heterocyclic synthesis: Sy
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The 3-anilinoenones 3a,b were prepared from the corresponding 3-dimethyl-aminopropenones. The reactivity of 3a,b towards a variety of carbon and nitrogen nucleophiles as well as naphthoquinones is reported.

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## Abstract 1‐Substituted‐3‐dimethylaminopropenones **1a‐d** reacted with acetylacetone and with ethyl acetoacetate to yield regioselectively 2,3,6‐trisubstituted pyridines. Refluxing **1a‐d** in acetic acid/ammonium acetate resulted in the formation of 6‐substituted‐3‐aroylpyridines, whereas reflu

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## 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.