344349-72-0Relevant articles and documents
A unified photoredox-catalysis strategy for C(sp3)-H hydroxylation and amidation using hypervalent iodine
Li, Guo-Xing,Morales-Rivera, Cristian A.,Gao, Fang,Wang, Yaxin,He, Gang,Liu, Peng,Chen, Gong
, p. 7180 - 7185 (2017/10/05)
We report a unified photoredox-catalysis strategy for both hydroxylation and amidation of tertiary and benzylic C-H bonds. Use of hydroxyl perfluorobenziodoxole (PFBl-OH) oxidant is critical for efficient tertiary C-H functionalization, likely due to the enhanced electrophilicity of the benziodoxole radical. Benzylic methylene C-H bonds can be hydroxylated or amidated using unmodified hydroxyl benziodoxole oxidant Bl-OH under similar conditions. An ionic mechanism involving nucleophilic trapping of a carbocation intermediate by H2O or CH3CN cosolvent is presented.