Journal
ULTRASONICS SONOCHEMISTRY
Volume 19, Issue 4, Pages 729-735Publisher
ELSEVIER
DOI: 10.1016/j.ultsonch.2011.12.021
Keywords
Oxidative aromatization; IBD; 1,4-DHP; Dealkylation; Sonication
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This project was undertaken to demonstrate the potential of iodobenzene diacetate for the oxidative aromatization of Hantzch-1,4-dihydropyridines under ultrasonic irradiation. All reactions were carried out under ultrasonic irradiation and results were compared with traditional method. Sonochemical switching was observed in case of oxidative aromatization of 4-n-alkyl substituted 1,4-DHP. Without sonication, dealkylation occurred in case of n-alkyl substituted 1,4-DHP (ionic mechanism) but under ultrasonic irradiation, n-alkyl group was not expelled (radical mechanism). However, secondary alkyl (isopropyl) and benzyl group were expelled under both conditions. (C) 2012 Elsevier B.V. All rights reserved.
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