4.8 Article

Visible-Light-Induced, Palladium-Catalyzed Annulation of 1,3-Dienes to Construct Vinyl N-Heterocycles

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ORGANIC LETTERS
卷 24, 期 29, 页码 5407-5411

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02101

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资金

  1. National Natural Science Foundation of China [22078370, 21776318, 22078369, 22003077]
  2. Basic Science Center Project for National Natural Science Foundation of China [72088101]
  3. Natural Science Foundation of Hunan Province [2018JJ3868, 2020JJ4682, 2022JJ20055]
  4. Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University

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A photoinduced palladium-catalyzed annulation reaction has been developed for the synthesis of vinylpyrrolidines, which can be readily manipulated and diversified. This strategy demonstrates its utility in the construction of complex and biologically important molecules.
Herein, a photoinduced palladium-catalyzed annulation of 1,3-dienes with bifunctional halognated alkylamines has been developed, offering a facile route to access a broad range of vinylpyrrolidines. The reactivity profile of this protocol was able to be readily manipulated to assemble vinylpyrrolidine and vinlysilaazacycle. Remarkably, the utility of this strategy was further illustrated in the construction of complex and biologically important molecules as well as the diversity-oriented transformations of the resulting product.

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