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Synthesis 2006(8): 1283-1288
DOI: 10.1055/s-2006-926407
DOI: 10.1055/s-2006-926407
PAPER
© Georg Thieme Verlag Stuttgart · New York
Microwave-Assisted Oxidative Aromatization of Hantzsch 1,4-Dihydropyridines using Manganese Dioxide
Further Information
Received
14 October 2005
Publication Date:
27 March 2006 (online)
Publication History
Publication Date:
27 March 2006 (online)
Abstract
4-Aryl- and 4-alkyl-1,4-dihydropyridines, prepared by microwave-assisted Hantzsch reaction, are readily and efficiently aromatized in only one minute using commercial manganese dioxide in the absence of an inorganic support at 100 °C under microwave irradiation. This rapid procedure is more efficient than microwave-assisted aromatization using Pd/C, iodine or o-iodoxybenzoic acid (IBX) and gives the dehydrogenated or 4-dealkylated product in 91-100% yield (13 examples).
Key words
aromatization - Hantzsch dihydropyridines - heterocycles - microwave synthesis - oxidation
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