10.1021/acs.joc.7b02346.s001 Xin Zhou Xin Zhou Peng Wang Peng Wang Li Zhang Li Zhang Pengwei Chen Pengwei Chen Mingxu Ma Mingxu Ma Ni Song Ni Song Sumei Ren Sumei Ren Ming Li Ming Li Transition-Metal-Free Synthesis of C‑Glycosylated Phenanthridines via K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>‑Mediated Oxidative Radical Decarboxylation of Uronic Acids American Chemical Society 2017 C-glycosylated phenanthridines synthesis pentapyranos -5-yl radicals K 2 S 2 O 8 2017-12-20 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Transition-Metal-Free_Synthesis_of_C_Glycosylated_Phenanthridines_via_K_sub_2_sub_S_sub_2_sub_O_sub_8_sub_Mediated_Oxidative_Radical_Decarboxylation_of_Uronic_Acids/5747187 We have developed an efficient protocol for the synthesis of C-glycosylated phenanthridines. Tetrafuranos-4-yl and pentapyranos-5-yl radicals, generated from K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-mediated oxidative decarboxylation of furan- and pyranuronic acids, undergo attack to 2-isocyanodiphenyls and ensuing homolytic aromatic substitution to provide diverse C-glycosylated phenanthridines in satisfactory yields without resort to transition metals. This reaction tolerates various functional groups, and enables ready synthesis of complex oligosaccharide-based phenanthridines. The C-glycosylated phenanthridine derived from β-cyclodextrin has been prepared, which might be potential in medicinal and biological chemistry due to its flexible conformation.