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Published on: June 21, 2017
Photoredox-Catalyzed Divergent Functionalizations of α-Trifluoromethyl Alkenes with Alcohols via Single-Electron
Xu-Yan Li1, Yue Lu1, Ke-Jia Xu1
1National and Local United Engineering Research Center of Industrial Microbiology and Fermentation Technology, Engineering Research Center of Industrial Microbiology of Ministry of Education, College of Life Science, Fujian Normal University, Fuzhou, Fujian350117, China.
Abstract:
A triple selectivity switch in the photocatalytic reaction of α-trifluoromethyl alkenes with alcohols is disclosed. In place of the conventional β-fluoride elimination pathway, a single-electron oxidation manifold enables CF3-retentive anti-Markovnikov hydroalkoxylation. Switching the reaction atmosphere, photocatalyst, and solvent further diverts the same starting materials to defluorinative esterification and aerobic hydroxylative alkoxylation, providing a divergent synthesis of fluorinated and ester-functionalized structures.
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