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Palladium-Catalyzed Synthesis of Esters from Arenes through C-H Thianthrenation

Mengning Wang, Xiaomei Zhang, Mengtao Ma and Binlin Zhao*

*Department of Chemistry and Materials Science, College of Science, Nanjing Forestry University, Nanjing 210037, China, Email: zhaobinlinnjfu.edu.cn

M. Wang, X. Zhang, M. Ma, B. Zhao, Org. Lett., 2022, 24, 6031-6036.

DOI: 10.1021/acs.orglett.2c02330


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Abstract

Aryl thianthrenium salts serve as reactive electrophilic substrates to couple with phenol formate and N-hydroxysuccinimide (NHS) formate to provide phenol esters and NHS esters, respectively, in the absence of carbon monoxide. A wide range of functional esters could be prepared with high efficiency under redox-neutral palladium-catalytic conditions.


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proposed mechanism



Key Words

esters


ID: J54-Y2022