Palladium Catalyzed Allylic C-H Oxidation Enabled by Bicyclic Sulfoxide Ligands by Yuming Wen Jianfeng Zheng Alex H. Evans & Qiang Zhang

Author:Yuming Wen, Jianfeng Zheng, Alex H. Evans & Qiang Zhang
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Tags: The activation of C-H bonds is a potent tool for modifying molecular structures in chemistry. This article details the steps involved in a novel ligand bearing a bicyclic [3.3.1]-nonane framework and bissulfoxide moiety. A palladium catalyzed allylic C-H oxidation method enables a direct benzyl-allylic functionalization with the bissulfoxide ligand. Bissulfoixde ligand possesses a rapidly constructed bicyclic [3.3.1] framework and it proved to be effective for enabling both N- and C-alkylation. A total of 13 C-H activation productions were reported with good to excellent yields. This report validated that it is necessary to include bissulfoxide as a ligand for superior reactivities. Naftifine was produced utilizing developed C-H functionalization methodology in good overall yields., C-H activation; bicyclic ligand; sulfoxide; palladium; amino acids


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