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Thermal condensation of substituted imidazoles with trifluoroacetaldehyde
Affiliation:1. Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, Maharashtra, India;2. School of Life Sciences, University of Hyderabad, Hyderabad, India;1. Faculty of Chemistry, Razi University, Kermanshah, Iran;2. Biosensor Research Center, Endocrinology and Metabolism Molecular-Cellular Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran;3. Faculty of Chemistry, Sensor and Biosensor Research Center (SBRC) & Nanoscience and Nanotechnology Research Center (NNRC), Razi University, Kermanshah, Iran;4. Endocrine and Metabolism Research Center, Endocrinology and Metabolism Research Institute, Tehran University of Medical Sciences, P.O. Box 14395/1179, Tehran, Iran;5. Department of Biology, Faculty of Science, Razi University, Kermanshah, Iran;6. Laboratorio de Desarrollo Analítico y Quimiometría (LADAQ), Cátedra de Química Analítica I, Universidad Nacional del Litoral, Ciudad Universitaria, CC 242, S3000ZAA Santa Fe, Argentina;7. College of Chemistry and Environmental Engineering, Yangtze University, Jingzhou 434023, China;8. Medical Biology Research Center, Health Technology Institute, Kermanshah University of Medical Sciences, Kermanshah, Iran;9. Research Center of Oils and Fats, Research Institute for Health Technology, Kermanshah University of Medical Sciences, Kermanshah, Iran;1. College of Pharmaceutical Science, Zhejiang University, Hangzhou, Zhejiang 310058, PR China;2. School of Medicine, Zhejiang University City College, Hangzhou, Zhejiang, 310015, PR China;1. Advanced Research Institute and Department of Chemistry, Taizhou University, Taizhou, Zhejiang, 318000, PR China;2. Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, PR China;3. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032, PR China
Abstract:The title condensation provides the corresponding (1′-hydroxy-2′,2′,2′-trifluoroethyl)imidazoles in yields dependent on the electronic nature of the substituent: ortho-para directors promote the reaction while meta directors retard it strongly. 1-Alkylimidazoles gave only 2-adducts. 2-Substituted imidazoles yielded 4(5)-adducts together with small amounts of 4,5-bis-adducts. 4(5)-Substituted imidazoles provided 5(4)-adducts as the main products together with 2-adducts and 2,5(4)-bis-adducts.
Keywords:
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