高化学选择性和区域选择性的苯酚碳氢键官能化

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:mbranger
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  In last few years,gold revealed more and more unique properties in carbene chemistry.1 Last year,we disclosed that the gold carbenes have an unprecedented chemo-and site-selectivity and ligand effect toward the functionalization of C-H bond of phenol.2 In order to further understand the origin of this unique transformation,we report a comprehensively combined theoretical and experimental study on the mechanism of the insertion of gold carbenes into the C-H and O-H bonds in phenol.3 It significantly revealed that the ligands have an important effect on the C-H insertion and the reaction proceed through a pathway involving the formation of enolate-like intermediate via the DFT calculations and control experiments.Moreover,this methodology is useful in organic synthesis,late-stage modification of natural products and design of domino reactions.4,5 Recently,we also realized the ortho-selective C-H functionalization of phenols.
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