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Iodobenzene diacetate (IBD) catalyzed an quick oxidative aromatization of Hantzsch-1,4-dihydropyridines to pyridines under ultrasonic irradiation
Authors:Kumar Parvin  Kumar Ashwani  Hussain Khalid
Institution:a Department of Chemistry, Kururkshetra University, Kurukshetra, Haryana 136119, India
b Drug Discovery and Research Laboratory, Department of Pharmaceutical Sciences, Guru Jambheshwar University of Science & Technology, Hissar, Haryana 125001, India
c Department of Chemistry, Guru Nanak Khalsa P.G. College, Yamuna Nagar, Haryana 135001, India
Abstract: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.
Keywords:Oxidative aromatization  IBD  1  4-DHP  Dealkylation  Sonication
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