Starting from Styrene: A Unified Protocol for Hydrotrifluoromethylation of Diversified Alkenes
Yi-Fei Yang, Jin-Hong Lin* and Ji-Chang Xiao*
*SIOC, University of Chinese Academy of Science, Chinese Academy of Science, 345 Lingling Road, Shanghai 200032, China, Email: jlinsioc.ac.cn, jchxiaosioc.ac.cn
Y.-F. Yang, J.-H. Lin, J.-C. Xiao, Org. Lett., 2021, 23, 9277-9282.
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The use of TFSP, a readily available trifluoromethylation reagent prepared from DMAP and Tf2O, enables a general method for the hydrotrifluoromethylation of styrenes under photoredox catalysis without polymerization. The substrate scope was further extended to unactivated alkenes, acrylates, acrylamides, and vinyl-heteroatom-substituted alkenes.
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proposed mechanism (2 = TFSP)
trifluoromethyl alkanes, β-trifluoromethyl amines, photochemistry, Hantzsch ester, triphenylsilane