4.7 Article

Visible-Light-Mediated Ipso-Carboacylation of Alkynes: Synthesis of 3-Acylspiro[4,5]trienones from N-(p-Methoxyaryl)propiolamides and Acyl Chlorides

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JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 4, 页码 2210-2218

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b03104

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  1. Scientific Research Fund of Hunan Provincial Education Department [16A087]
  2. National Natural Science Foundation of China [21602056]

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A novel visible-light-mediated ipso-carboacylation of N-(p-methoxyaryl)propiolamides with acyl chloride has meo been established for the synthesis of diverse 3-acylspiro[4,5]trienones with high selectivity and efficiency. This method represents a new difunctionalization of alkynes through cross coupling of the acyl chloride C-Cl bonds with an ipso aromatic carbon by simultaneously forming two new carbon carbon bonds and one carbon-oxygen double bond.

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