期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 -, 期 -, 页码 -出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02380
关键词
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资金
- Al Jalila Foundation [AJF202058]
- Research Funding Department at the University of Sharjah [CoV19-0306]
A metal-free, light-driven [4+2]-cycloaddition reaction was developed for the synthesis of tetracyclic compounds with diverse structures. This efficient and cost-effective method holds great potential for various applications.
A one-pot, metal-free, light-driven [4+2]-cycloaddition reaction is described by accessing a diverse collection of chromeno[4,3-b]quinoline and chromeno[4,3-b][1,8]naphthyridine scaffolds in a diastereoselective manner. This process delivered stereoisomers, which were challenging to produce by an inverse-demand Diels-Alder reaction. The tetracyclic products were provided in good yields, promoted by rose bengal and blue light in a single operation. The developed protocol proceeded efficiently without the need for expensive photosensitizers such as Ir or Ru complexes. The cascade is modular and step-economic, and the substrate scope is wide. Polycyclic architectures can be assembled from readily available aniline, aminoazine, indole, and salicylaldehyde derivatives.
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