[5+2] Cycloaddition of 2‐(2‐Aminoethyl)oxiranes with Alkynes via Epoxide Ring‐Opening: A Facile Access to Azepines |
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| Authors: | Chao Hu Ren‐Jie Song Ming Hu Yuan Yang Prof. Dr. Jin‐Heng Li Prof. Dr. Shenglian Luo |
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| Affiliation: | 1. State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha, China;2. Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang, China;3. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, China |
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| Abstract: | A new FeCl3 and BF3?OEt2 co‐catalyzed tandem hetero‐[5+2] cycloaddition of 2‐(2‐aminoethyl)oxiranes with a wide range of alkynes, including terminal alkynes and alkyl‐substituted internal alkynes is presented. This is the first example of rapid and facile production of diverse 2,3‐dihydro‐1H‐azepines through a sequence of epoxide ring‐opening, annulation, and dehydroxylation with broad substrate scope and exquisite selectivity control. |
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| Keywords: | azepines cycloaddition Lewis acids oxiranes ring opening |
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