Radical-mediated alkoxypolyhaloalkylation of styrenes with polyhaloalkanes and alcohols <i>via</i> C(sp<sup>3</sup>)–H bond cleavage
Yunyan Liang, Jing Huang, Xuan‐Hui Ouyang, Jing‐Hao Qin, Ren‐Jie Song, Jin‐Heng Li
Abstract
We have developed a new radical-mediated alkoxypolyhaloalkylation of styrenes with polychloroalkanes and alcohols for the facile synthesis of complex polyhaloalkanes. 4-Methoxybenzenediazonium tetrafluoroborate is a good radical initiator for this transformation. This protocol is well applied to the late-stage functionalization of complex molecules, including vitamin E, estrone and cholesterol derivatives.
Topics & Concepts
Cleavage (geology)ChemistryBond cleavageMedicinal chemistryStereochemistryOrganic chemistryCatalysisMaterials scienceComposite materialFracture (geology)Vanadium and Halogenation ChemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques