4.8 Article

Copper(I)-Catalyzed Formation of Isoquinoline and QuinolineSubstituted Isobenzofurans

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ORGANIC LETTERS
卷 24, 期 15, 页码 2899-2904

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00864

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资金

  1. Department of Science and Technology (DST) India [EEQ/2020/000266]
  2. DST-Inspire fellowship
  3. AcSIR
  4. [IICT/Pubs./2022/044]

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An efficient synthetic method was developed for accessing isoquinoline-substituted isobenzofurans. By reacting substituted 1,5-diynes with isoquinoline N-oxides in the presence of a copper catalyst, moderate to excellent yields of isoquinoline-derived isobenzofurans were achieved. The reaction also yielded quinoline-substituted isobenzofurans when quinoline N-oxides and 1,5-diynes were used instead.
An efficient synthetic organic transformation was developed toaccess isoquinoline-substituted isobenzofurans by reaction of substituted 1,5-diynes with isoquinolineN-oxides. Moderate to excellent yields of isoquinoline-derived isobenzofurans were achieved by formation of a new C-C and two C-O bonds in the presence of copper catalyst in one pot. whereas quinoline-substituted isobenzofurans were obtained when the reaction was conductedusing quinolineN-oxides and 1,5-diynes in the presence copper catalyst.

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