4.7 Article

NH4I-Triggered [4+2] Annulation of α,β-Unsaturated Ketoxime Acetates with N-Acetyl Enamides for the Synthesis of Pyridines

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 12, 页码 8157-8165

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01081

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资金

  1. Jiangsu Synergetic Innovation Center for Advanced Bio-Manufacture [XTE1826]
  2. Natural Science Research Projects of Jiangsu Higher Education [19KJB150027]

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The NH4I-triggered formal [4 + 2] annulation of alpha,beta-unsaturated ketoxime acetates with N-acetyl enamides has been developed. The current protocol employs electron-rich enamides as C2 synthons and enables the efficient and straightforward construction of polysubstituted pyridines in moderate to good yields based on metal-free systems. The reaction tolerates a wide range of functional groups and represents an alternate route toward the synthesis of pyridine derivatives.

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