4.7 Article

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

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 12, 页码 5014-5020

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00568

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资金

  1. National Natural Science Foundation of China [21420102003, 21472051]
  2. Fundamental Research Funds for the Central Universities [2015ZY001]
  3. China Postdoctoral Science Foundation [2015M580717]
  4. Guangdong Natural Science Foundation [2016A030310460]

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The first attempt at utilizing N-tosylhydrazones as two-carbon synthons has been successfully achieved, which underwent a copper-mediated [3 + 2] oxidative cyclization reaction to afford 2,3,5-trisubstituted furans in moderate to good yields. The features of this method include inexpensive metal catalyst, readily available substrates, high regioselectivity, and convenient operation. The studies provide important approaches for further exploration of the powerful and diverse reaction abilities of N-tosylhydrazones.

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