TY - DATA T1 - Transition-Metal-Free Synthesis of C‑Glycosylated Phenanthridines via K2S2O8‑Mediated Oxidative Radical Decarboxylation of Uronic Acids PY - 2017/12/20 AU - Xin Zhou AU - Peng Wang AU - Li Zhang AU - Pengwei Chen AU - Mingxu Ma AU - Ni Song AU - Sumei Ren AU - Ming Li UR - 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/5747181 DO - 10.1021/acs.joc.7b02346.s003 L4 - https://ndownloader.figshare.com/files/10120125 KW - C-glycosylated phenanthridines KW - synthesis KW - pentapyranos -5-yl radicals KW - K 2 S 2 O 8 N2 - We have developed an efficient protocol for the synthesis of C-glycosylated phenanthridines. Tetrafuranos-4-yl and pentapyranos-5-yl radicals, generated from K2S2O8-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. ER -