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Synthesis of 4H-chromenes by silver (I)-catalyzed cycloaddition of ortho-quinone methides with N-allenamides

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Abstract

Chromenes represent an important class of six-membered heterocycles and have drawn tremendous attention in recent years. In this article, we report a convenient and practical synthesis of this heterocycle by a silver (I)-catalyzed cycloaddition reaction between in situ generated ortho-quinone methides and N-allenamides. Diverse 4H-chromenes were synthesized in good to excellent yields under very mild conditions.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (21572118, 21750110444), the Natural Science Foundation of Shandong Province (ZR2018MB010), subject construction funds (104.205.2.5) and Tang scholar award of Shandong University.

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Authors and Affiliations

  1. Key Laboratory for Colloid and Interface Chemistry of Education Ministry, Department of Chemistry, Shandong University, Jinan, 250100, China

    Long Kong, Nuligonda Thirupathi, Jiong Jia & Zhenghu Xu

  2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China

    Zhenghu Xu

Authors
  1. Long Kong
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  2. Nuligonda Thirupathi
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  3. Jiong Jia
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  4. Zhenghu Xu
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Correspondence to Jiong Jia or Zhenghu Xu.

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Kong, L., Thirupathi, N., Jia, J. et al. Synthesis of 4H-chromenes by silver (I)-catalyzed cycloaddition of ortho-quinone methides with N-allenamides. Sci. China Chem. 62, 80–86 (2019). https://doi.org/10.1007/s11426-018-9359-4

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  • DOI: https://doi.org/10.1007/s11426-018-9359-4

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