Iodobenzene diacetate (IBD) catalyzed an quick oxidative aromatization of Hantzsch-1,4-dihydropyridines to pyridines under ultrasonic irradiation |
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Authors: | Kumar Parvin Kumar Ashwani Hussain Khalid |
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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 |
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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. |
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Keywords: | Oxidative aromatization IBD 1 4-DHP Dealkylation Sonication |
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