Synthsis of 4‐Piperidones via Multicomponent Double Mannich Reaction Catalyzed by I2 |
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Authors: | Xiaodong Jia Xiangning Chen Congde Huo Fangfang Peng Chang Qing Xicun Wang |
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Institution: | 1. Key Laboratory of Eco‐Environment‐Related Polymer Materials, Ministry of Education of China;2. Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China |
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Abstract: | A multicomponent double Mannich reaction of amines, aldehydes and ketones was efficiently catalyzed by molecular iodine, producing a series of 4‐piperidones in a stereoselective way. A variety of amines, aldehydes and ketones were tolerated in this tandem process, including those with labile functinal groups. Further investigation of the reaction between alkyl‐imines and ketones showed that imines from amines and ketones were formed in situ and isomerized to enamine in the presence of molecular iodine to accelerate the corresponding Mannich addition. |
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Keywords: | double Mannich reaction multicomponent reaction tandem cyclization 4‐piperidones iodine |
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