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Palladium-catalyzed concerted [4 + 1] cyclization of prop-2-yn-1-ones and isocyanides |
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| Authors: | Yingying Shan Lei Su Dianpeng Chen Min Yang Wenlin Xie Guanyinsheng Qiu |
| Affiliation: | Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, China; Department of Forensic Science, Gannan Medical University, Ganzhou 341000, China; School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China; College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China |
| Abstract: | A palladium-catalyzed [4 + 1] cycloaddition of prop-2-yn-1-ones with double isocyanides is developed herein. The transformation worked well to produce a series of 2-amino-4-cyanofurans with high efficiency and a broad reaction scope. Based on mechanism studies, it is believed that the palladium-catalyzed [4 + 1] imidoylative cycloaddition of prop-2-yn-1-ones was concerted. Treated with aryl amine and H2O, the [4 + 1] cycloaddition of prop-2-yn-1-ones with double isocyanides provided 2-amino-4-amidylpyrroles efficiently. |
| Keywords: | [4 + 1] Cycloaddition Isocyanides Palladium catalysis Furan Pyrrole |
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