1. Regioselective Vinylation of Remote Unactivated C(sp3)−H Bonds: Access to Complex Fluoroalkylated Alkenes.
- Author
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Wu, Shuo, Wu, Xinxin, Wang, Dongping, and Zhu, Chen
- Subjects
REGIOSELECTIVITY (Chemistry) ,VINYLATION ,ACTIVATED carbon ,ALKENES ,FUNCTIONAL groups - Abstract
Regioselective incorporation of a particular functional group into aliphatic sites by direct activation of unreactive C−H bonds is of great synthetic value. Despite advances in radical‐mediated functionalization of C(sp3)−H bonds by a hydrogen‐atom transfer process, the site‐selective vinylation of remote C(sp3)−H bonds still remains underexplored. Reported herein is a new protocol for the regioselective vinylation of unactivated C(sp3)−H bonds. The remote C(sp3)−H activation is promoted by a C‐centered radical instead of the commonly used N and O radicals. The reaction possesses high product diversity and synthetic efficiency, furnishing a plethora of synthetically valuable E alkenes bearing tri‐/di‐/mono‐fluoromethyl and perfluoroalkyl groups. Give and take: Regioselective incorporation of a particular functional group into aliphatic sites by direct activation of unreactive C−H bonds remains challenging. Herein a new protocol for the regioselective vinylation of unactivated C(sp3)−H bonds is reported. The activation of a remote C(sp3)−H bond is promoted by a C‐centered radical instead of the commonly used N and O radicals. [ABSTRACT FROM AUTHOR]
- Published
- 2019
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