Decarboxylative Borylation of Stabilized and Activated Carbon Radicals |
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Authors: | Qiang Zhang Xiaojuan Li Weigang Zhang Shengyang Ni Prof Yi Wang Prof Yi Pan |
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Institution: | State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Collaborative Innovation Center of Advanced Microstructures, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 China |
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Abstract: | Redox-active esters (RAEs) as active radical precursors have been extensively studied for C−B bond formations. However, the analogous transformations of stabilized radicals from the corresponding acid precursors remain challenging owing to the strong preference towards single-electron oxidation to the stable carbocations. This work describes a general strategy for rapid access to various aliphatic and aromatic boronic esters by mild photoinduced decarboxylative borylation. Both aryl and alkyl radicals could be generated from the leaving group-assisted N-hydroxybenzimidoyl chloride esters, even α-CF3 substituted substrates could be activated for further elaboration. |
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Keywords: | borylation imidoyl chloride inert radicals photoredox reaction |
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