Isocyanide-based multicomponent reactions: synthesis of 2-(1-(alkylcarbamoyl)-2,2-dicyanoethyl)-N-alkylbenzamide and 1,7-diazaspiro[4,4]nonane-2,4-dione derivatives |
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Authors: | Ebrahim Soleimani Mohsen Zainali Neda Ghasemi Behrouz Notash |
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Affiliation: | 1. Department of Chemistry, Razi University, Kermanshah 67149-67346, Iran;2. Department of Biotechnology and Chemical Engineering, Islamic Azad University, Science and Research Branch, Kermanshah, Iran;3. School of Chemistry, University College of Science, University of Tehran, 14155-6455 Tehran, Iran;4. Chemistry Department, Shahid Beheshti University, G.C., Evin, Tehran 1983963113, Iran |
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Abstract: | A four-component reaction between 2-formylbenzoic acid, malononitrile, isocyanides, and primary alkyl amines has been developed for an efficient preparation of 2-(1-(alkylcarbamoyl)-2,2-dicyanoethyl)-N-alkylbenzamide and 1,7-diazaspiro[4,4]nonane-2,6-dione derivatives under two different conditions. It is shown that simply by changing the reaction solvent from ethanol to dichloromethane and controlling the order of the addition of reagents, two completely different products can be obtained. These multicomponent reactions showed high atom economy. |
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Keywords: | Isocyanide Multicomponent reactions Alkylbenzamide Alkyl amine 2-Formylbenzoic acid Malononitrile |
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