73177-66-9Relevant academic research and scientific papers
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
, p. 4837 - 4841 (2019)
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.
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.
2,2-Dimethylcyclopropyl 4-methylphenyl ketone as a SET probe
Timberlake, Jack W.,Chen, Tonghua
, p. 6043 - 6046 (2007/10/02)
2,2-Dimethylcyclopropyl 4-methylphenyl ketone in the presence of Sml2 and DMPU is a good SET probe. The ortho positions of the aromatic ring provide a good source to trap the newly formed tertiary radical.
