Preparation and Application of a New Supported Nicotine-Based Organocatalyst for Synthesis of Various 1,5-Benzodiazepines
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A new nicotine-based organocatalyst supported on silica nanoparticles (Fe(III)-NicTC@nSiO2) was prepared and characterized by different techniques. A series of 1,5-benzodiazepines derivatives were smoothly synthesized via the tandem process, starting from o-phenylenediamine and dimedone (or 1,3-cyclohexanedione), followed by addition of aldehyde in the presence Fe(III)-NicTC@nSiO2 catalyst in water at room temperature. The Fe(III)-NicTC@nSiO2 was also applied as an efficient catalyst for the selective synthesis of mono- and bis-1,5-benzodiazepines. Excellent yields and selectivity, short reaction time, mild conditions, and reusability of the catalyst are valuable features of this method.
KeywordsOrganocatalyst Nicotine 1,5-Benzodiazepines Bis-1,5-benzodiazepines Water media
We are grateful to the Iranian National Science Foundation (INSF) Project Number 94027561 and the Research Council of the University of Isfahan for financial support of this work.