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An Electrochemical Route for Special Oxidative Ring-Opening of Indoles
Authors:Hong Qin  Zhao Yang  Zhen Zhang  Chengkou Liu  Wei He  Prof. Zheng Fang  Prof. Kai Guo
Affiliation:1. College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing, 211816 P. R. China;2. School of Engineering, China Pharmaceutical University, No. 639 Longmian Avenue, Nanjing, 211198 P. R. China;3. College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing, 211816 P. R. China

State Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing, 211816 P. R. China

Abstract:A novel electrochemical protocol for the oxidative cleavage of indoles has been developed, which offers a simple way to access synthetically useful anthranilic acid derivatives. In undivided cells, a wide variety of indoles and alcohol compounds are examined to afford amide ester aromatics without using extra oxidants and stoichiometric metal catalysts, which avoids the formation of undesired by-products and exhibits high atom economy. The products we described in this perspective represent a synthetic intermediate in numerous drug molecules and industrial chemical reagents and remarkably show potential application in the future.
Keywords:electrochemistry  oxidative ring opening  transition-metal-free  strong oxidant-free  unsubstituted indoles
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