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Published on: May 26, 2019
Transannular 1,3-Addition of Cyclic Ethers via C-O Bond Cleavage Triggered by Low-Valent Phosphorus
Yang Li1, Zhenhai Shan1, Rongqiang Tian1
1College of Chemistry, International Phosphorus Laboratory, Zhengzhou University, Zhengzhou450001, P. R. China.
Abstract:
By employing a spatially constrained strategy, we have altered the reaction behavior between phosphinidene and alkynes, triggering a 1,3-addition of cyclic ethers to a zwitterionic phosphindole intermediate. This work provides a facile route to otherwise inaccessible cyclophanes and reveals the extraordinary reactivity of zwitterionic phosphindole toward the C-O bond of cyclic ethers. Moreover, the distinct reactivity of the zwitterionic intermediate revealed by this work could have implications for main-group element-mediated σ bond activation.
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