4.6 Article

3-Benzoylisoxazolines by 1,3-Dipolar Cycloaddition: Chloramine-T-Catalyzed Condensation of α-Nitroketones with Dipolarophiles

Journal

MOLECULES
Volume 26, Issue 12, Pages -

Publisher

MDPI
DOI: 10.3390/molecules26123491

Keywords

isoxazolines; alpha-nitroketones; alkenes; chloramine-T; 1,3-dipolar cycloaddition

Funding

  1. Open Project of Key Laboratory of Xinjiang Phytomedicine Resource and Utilization, Ministry of Education [20150203, XPRU202004]
  2. National Science and Technology Major Projects for New Drug Development of China [2018ZX09735-005]
  3. Youth Innovative Talent Cultivation Projects of Shihezi University [CXPY202005]

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In this study, 3-benzoylisoxazolines were synthesized by reacting alkenes with various alpha-nitroketones using chloramine-T as the base. The range of alpha-nitroketones and alkenes used was extensive, producing a variety of isoxazolines and isoxazoles. The use of chloramine-T as a low-cost, easily handled, moderate base for 1,3-dipolar cycloaddition was found to be attractive.
In this study, 3-benzoylisoxazolines were synthesized by reacting alkenes with various alpha-nitroketones using chloramine-T as the base. The scope of alpha-nitroketones and alkenes is extensive, including different alkenes and alkynes to form various isoxazolines and isoxazoles. The use of chloramine-T, as the low-cost, easily handled, moderate base for 1,3-dipolar cycloaddition is attractive.

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