Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan.
Org Lett. 2010 Feb 5;12(3):436-9. doi: 10.1021/ol902566p.
An approach to the synthesis of the tetrahydropyrroloiminoquinone alkaloids has been developed and applied to the preparation of N-1-beta-D-ribofuranosyltetrahydropyrroloiminoquinones. The strategy utilizes oxidative cyclization of aryl-methoxyamides by hypervalent iodine to construct the quinoline framework shared by members of this alkaloid family. The hypervalent iodine oxidant is generated in situ by anodic oxidation of iodobenzene.
已开发出一种合成四氢吡咯并[2,3-b] 喹啉酮生物碱的方法,并将其应用于制备 N-1-β-D-呋喃核糖基四氢吡咯并[2,3-b]喹啉酮。该策略利用高价碘对芳基甲氧基酰胺的氧化环化构建了该生物碱家族成员共有的喹啉骨架。高价碘氧化剂通过碘苯的阳极氧化原位生成。