Ni-Catalyzed Reductive Dibenzylation of Trifluoromethylalkenes for CF<sub>3</sub>-Containing All-Carbon Quaternary Center Construction
Kai Chen, Qian Liu, Jinyan Wan, Chuan Zhu, Chao Feng
Abstract
A Ni-catalyzed reductive dicarbofunctionalization of α-CF 3 styrenes with benzyl bromides has been accomplished. This transformation obviates the commonly facile β-F elimination effectively and enables the creation of CF 3 -substituted all-carbon quaternary centers of pharmaceutical interests. Preliminary mechanistic studies suggest a pathway consisting of benzyl radical addition and subsequent nickel-mediated benzylation of the resulting α-CF 3 -embedded tertiary C radical.
Topics & Concepts
ChemistryQuaternary carbonCatalysisReductive eliminationNickelCarbon fibersCombinatorial chemistryQuaternaryCenter (category theory)Medicinal chemistryOrganic chemistryEnantioselective synthesisCrystallographyComposite numberComposite materialMaterials sciencePaleontologyBiologyFluorine in Organic ChemistryInorganic Fluorides and Related Compounds