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Copper-Mediated [3 + 2] Oxidative Cyclization Reaction of N-Tosylhydrazones and β-Ketoesters: Synthesis of 2,3,5-Trisubstituted Furans

Yubing Huang, Xianwei Li, Yue Yu, Chuanle Zhu, Wanqing Wu* and Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China, Email: cewuwqscut.edu.cn, jianghfscut.edu.cn

Y. Huang, X. Li, Y. Yu, C. Zhu, W. Wu, H. Jiang, J. Org. Chem., 2016, 81, 5014-5020.

DOI: 10.1021/acs.joc.6b00568 (free Supporting Information)


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Abstract

N-tosylhydrazones underwent a copper-mediated [3 + 2] oxidative cyclization reaction to afford 2,3,5-trisubstituted furans in good yields. The method features an inexpensive metal catalyst, readily available substrates, high regioselectivity, and convenient operation.

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Key Words

furans, oxygen


ID: J42-Y2016