Abstract
A mild, general, convenient, and efficient one-pot synthesis of 4-arylpyridines (4) is described using conventional heating, ultrasound and microwave irradiation. Aryl aldehydes (2) were efficiently condensed with ethylacetoacetate (1) and ammonium acetate in acetonitrile to give dihydropyridine intermediates (4). The latter underwent a smooth Iodobenzene Diacetate (III) mediated aromatization reaction in the same pot to afford 4-arylpyridines (4) in good to excellent yields.
Highlights
Development of highly efficient synthetic methodologies for the construction of biologically important compounds is one of the challenges to medicinal and organic chemist
Use of ultrasonic irradiation and microwave irradiation as alternative sources of energy has proved to be one of the stepping stone towards the green syntheses as it offers advantage of enhanced reactivity, shorter reaction times and higher yields of pure products compared to the traditional heating methods [2] [3]
The present manuscript reports the synthesis of targeted diethyl 2,6-dimethyl-4-aryl-pyridine-3,5-dicarboxylate (4a-4m), by a one pot domino process
Summary
Development of highly efficient synthetic methodologies for the construction of biologically important compounds is one of the challenges to medicinal and organic chemist. One of the most relevant approaches to synthetic efficiency is based on multi component reactions (MCRs) which combine three or more substrates, either simultaneously, leading to domino processes [1], or through the sequential reactions without isolating interme-. Use of ultrasonic irradiation and microwave irradiation as alternative sources of energy has proved to be one of the stepping stone towards the green syntheses as it offers advantage of enhanced reactivity, shorter reaction times and higher yields of pure products compared to the traditional heating methods [2] [3]. The efficiency and expediency of MCRs leading to heterocyclic scaffolds can be increased to several times using one pot reaction profiles, greener catalysts, ultrasonic, and microwave irradiation
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