Zhou, Xin Wang, Peng Zhang, Li Chen, Pengwei Ma, Mingxu Song, Ni Ren, Sumei Li, Ming 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 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. C-glycosylated phenanthridines;synthesis;pentapyranos -5-yl radicals;K 2 S 2 O 8 2017-12-20
    https://acs.figshare.com/articles/dataset/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/5747184
10.1021/acs.joc.7b02346.s002