95443-61-1Relevant academic research and scientific papers
Regioselective Vinylation of Remote Unactivated C(sp3)?H Bonds: Access to Complex Fluoroalkylated Alkenes
Wu, Shuo,Wu, Xinxin,Wang, Dongping,Zhu, Chen
supporting information, p. 1499 - 1503 (2019/01/04)
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.
Regioselective Sulfonylvinylation of the Unactivated C(sp3)-H Bond via a C-Centered Radical-Mediated Hydrogen Atom Transfer (HAT) Process
Yang, Shan,Wu, Xinxin,Wu, Shuo,Zhu, Chen
supporting information, p. 4837 - 4841 (2019/06/24)
Given the similarity of multiple sp3 C-H bonds in electronic properties and bond dissociation energy (BDE), regioselective sp3 C-H bond functionalization remains a paramount challenge. Here, we report a C-centered radical-mediated approach for site-specific sulfonylvinylation of the C(sp3)-H bond via the hydrogen atom transfer (HAT) process. The reaction features mild conditions, broad substrate scope, and high regioselectivity and stereoselectivity, manifesting the nontrivial synthetic potential.
