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Enaminones in heterocyclic synthesis: A new regioselective synthesis of 2,3,6-trisubstituted pyridines, 6-substituted-3-aroylpyridines and 1,3,5-triaroylbenzenes

✍ Scribed by Balkis Al-Saleh; Mervat Mohammed Abdelkhalik; Afaf Mohammed Eltoukhy; Mohammed Hilmy Elnagdi

Publisher: Journal of Heterocyclic Chemistry
Year: 2002
Tongue: English
Weight: 49 KB
Volume: 39
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570390528

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✦ Synopsis

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 refluxing in acetic acid alone afforded 1,3,5‐triaroylbenzene.

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