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Electroselective and Controlled Reduction of Cyclic Imides to Hydroxylactams and Lactams

Ya Bai, Lingling Shi, Lianyou Zheng, Shulin Ning, Xin Che, Zhuoqi Zhang and Jinbao Xiang*

*Center for Comb. Chem. and Drug Discovery of Jilin University, The School of Pharmaceutical Sciences, Jilin University, 1266 Fujin Road, Changchun, Jilin 130021, P. R. China, Email: jbxiangjlu.edu.cn

Y. Bai, L. Shi, L. Zheng, S. Ning, X. Che, Z. Zhang, J. Xiang, Org. Lett., 2021, 23, 2298-2302.

DOI: 10.1021/acs.orglett.1c00430


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Abstract

The use of a simple undivided cell with carbon electrodes enables an efficient and practical electrochemical reduction of cyclic imides at room temperature to provide hydroxylactams and lactams in a controllable manner, tuned by electric current and reaction time. The reaction exhibits broad substrate scope and high functional group tolerance.

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proposed mechanism



Key Words

phthalimides, isoindolinones, electrochemistry


ID: J54-Y2021