Iodotrifluoromethylation of Alkenes and Alkynes with Sodium Trifluoromethanesulfinate and Iodine Pentoxide
Zhaojia Hang, Zejiang Li and Zhong-Quan Liu*
*State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China, Email: liuzhqlzu.edu.cn
Z. Hang, Z. Li, Z.-Q. Liu, Org. Lett., 2014, 16, 3648-3651.
DOI: 10.1021/ol501380e (free Supporting Information)
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Sodium trifluoromethanesulfinate and iodine pentoxide as safe solid reagents enable a scalable, selective, and convenient iodotrifluoromethylation of a wide range of alkenes and alkynes in aqueous medium. Mechanistic studies confirm a free-radical processes, in which key radical intermediates such as CF3 and β-CF3 alkyl radicals have been detected by spin trapping and electron spin resonance.
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