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无过渡金属参与的通过单电子转移和氢原子转移实现的环烷烃的 C(sp3)-H 键偶联反应。

Transition-Metal-Free C(sp)-H Coupling of Cycloalkanes Enabled by Single-Electron Transfer and Hydrogen Atom Transfer.

机构信息

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Provincial Center for Research & Development of Natural Products, and School of Chemical Science and Technology, Yunnan University, Kunming 650091, P. R. China.

Faculty of Chemical and Environment Sciences, Qujing Normal University, Qujing 655011, P. R. China.

出版信息

Org Lett. 2021 Mar 5;23(5):1714-1719. doi: 10.1021/acs.orglett.1c00135. Epub 2021 Feb 16.

Abstract

Here we report a unique transition-metal-free C(sp)-H/C(sp)-H coupling of cycloalkanes at room temperature. Unactivated cycloalkanes and 2-azaallyls underwent the combination process of single-electron transfer (SET) and hydrogen atom transfer (HAT) to deliver a wide variety of cycloalkane-functionalized products. This expedient approach enables C(sp)-H/C(sp)-H coupling of cycloalkanes under mild conditions without transition metals, initiators, and oxidants.

摘要

在这里,我们报道了一种在室温下独特的过渡金属自由 C(sp)-H/C(sp)-H 键环烷烃偶联反应。未活化的环烷烃和 2-氮杂烯丙基经历了单电子转移 (SET) 和氢原子转移 (HAT) 的组合过程,从而得到了各种各样的环烷烃功能化产物。这种简便的方法可以在温和的条件下实现无需过渡金属、引发剂和氧化剂的 C(sp)-H/C(sp)-H 键环烷烃偶联反应。

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