One-Pot Synthesis of β-Carboline Derivatives via Iodination/Kornblum Oxidation/Pictet-Spengler Conde

来源 :中国化学会第29届学术年会 | 被引量 : 0次 | 上传用户:mo114
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  In recent years,the direct coupling of the C-H bond has emerged as an ideal method for the formation of carbon–carbon(C–C)and carbon–heteroatom(C–X)bonds.This approach,due to its substantial benefits for organic synthesis,has garnered significant attention from the chemical community.[1] Many impressive results have been achieved with C-H bond coupling through methods,such as C-H activation,cross-dehydrogenative coupling,and radical coupling,among others.[2] Carboline derivatives are known as one of the most important and abundant heterocycles.Compounds containing carboline corn structures are of great pharmaceutical interest due to their potent biological activity and medicinal significance.In particular,the privileged scaffold β-carboline skeleton widely exists in various natural products and “drug-like”small molecules.In this context,we present a cascade coupling protocol for the synthesis of β-carboline derivatives from acetophenone and tryptophan.The mechanistic pathway involved iodination,Kornblum oxidation,Pictet-Spengler condensation,and decarboxylation.
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