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Modular Synthesis of ortho-Thiolated Aryl Esters Enabled with Thiocarbonate through Catellani Strategy
Authors:Guopeng Du  Pingliang Zhu  Jing Wang  Xinjin Li  Dao-Peng Zhang  Chuan-Zeng Wang  Prof Dr Feng-Gang Sun
Institution:School of Chemistry and Chemical Engineering, Shandong University of Technology, 266 West Xincun Road, Zibo, 255049 P. R. China
Abstract:Herein, we report a palladium/norbornene/copper co-catalyzed single-step approach that merges selective ortho C−H bond esterification with ipso thiolation for construction of synthetically versatile 2-arylthio aryl esters under exceptionally mild conditions. Importantly, this process proceeded in a highly efficient manner, allowing alkoxycarbonyl and thio groups to be installed into one aryl iodides simultaneously by harnessing thiocarbonate as bifunctional reagent. The method has been demonstrated to accommodate good functionalities and features broad substrate scope.
Keywords:Carboxylation  Catellani reaction  C−H functionalization  cross-coupling  C−S bond activation
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