Metal-Free Selective Functionalization of 8-amidoquinolines on the C-5 Position

来源 :中国化学会第十三届全国有机合成化学学术研讨会 | 被引量 : 0次 | 上传用户:dulcimerqin
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  Quinoline is an important scaffold in various natural products and synthetic compounds with wide applications in medicinal and materials chemistry.In the recent decades,it has attracted much attention toward functionalizing quinoline scaffolds at the C2,C4,and C8 positions.By comparison,methodology for the C-5 selective formation of carbon-heteroatom still remains underdeveloped.Recently,several groups reported remote C-H functionalization of quinolines on the C5 position.However,almost all of the reported methods used high temperature and metal catalysis which wasenvironment unfriendly.Herein,we developeda synthetic method to construct C-N bonds at C-5 position of 8-amidoquinolines usinghypervalent iodine compounds as oxidant reagents and dibenzenesulfonimides as nitrogen source under room temperature without metal catalysis.At the same time,we also found an interesting conversion for the hypervalent iodine compounds mediated C-O formation at C-5 position using dibenzenesulfonhydrazines (thissection of work will be published in the next three months).
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