Radical ring opening reaction of pyridine fused heterocycles with IBA-N3 catalyzed by tetra-n-butylammonium iodide |
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| Authors: | Ruonan Wang Shiwei Wang Dayong Li Feiyang Ye Yuting Leng Yangjie Wu Junbiao Chang Yusheng Wu |
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| Affiliation: | 1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou University, Zhengzhou, 450001, People''s Republic of China;2. Athinoula A. Martinos Center for Biomedical Imaging, Department of Radiology, Massachusetts General Hospital, 149, 13th St., Suite 2301, Charlestown, MA, 02129, USA;3. School of Mechanics and Engineering Science, Zhengzhou University, Zhengzhou, Henan, 450001, People''s Republic of China;4. Tetranov Biopharm LLC, Zhengzhou, 450052, People''s Republic of China |
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| Abstract: | A mild, metal-free and efficient synthesis of 2,3-disubstituted acrylonitriles and α-iminonitriles through radical ring opening reaction of pyridine fused heterocycles has been developed. The tetra-n-butylammonium iodide catalyst acts as a formal one-electron donor. Compared to the previous methods, which require excessive amounts of highly explosive azide sources and the addition of oxidants, this is a safe and convenient transformation. |
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| Keywords: | Pyridine fused heterocycles Ring opening reaction |
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