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<p>An <i>ortho</i>-selective intermolecular photocycloaddition of commercially available quinolines has been developed using a strain-release approach. This approach enabled the direct synthesis of quinoline-derived-semisaturated-fused rings in conjunction with cycloproarylketones as coupling partners. Mechanistic investigations have revealed that the generation of an electron donor acceptor complex between cycloproarylketones and camphorsulfonic acid, followed by radical addition with quinolines through a single electron transfer process, along with the excitation of the following adducts via energy transfer, is crucial for the observed photocycloaddition.</p>

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Photocycloaddition of quinolines and cyclopropanes via electron donor-acceptor relay energy transfer strategy

  • 期刊论文

  • 发表日期：

    2025年6月27日

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  • Cuijie Han,
  • Lijun Wang,
  • Xiaowei Zhao,
  • Baokun Qiao,
  • Zhiyong Jiang

摘要

An ortho-selective intermolecular photocycloaddition of commercially available quinolines has been developed using a strain-release approach. This approach enabled the direct synthesis of quinoline-derived-semisaturated-fused rings in conjunction with cycloproarylketones as coupling partners. Mechanistic investigations have revealed that the generation of an electron donor acceptor complex between cycloproarylketones and camphorsulfonic acid, followed by radical addition with quinolines through a single electron transfer process, along with the excitation of the following adducts via energy transfer, is crucial for the observed photocycloaddition.