4.8 Article

Gold(I)-Catalyzed Formation of 3-Pyrazolines through Cycloaddition of Diaziridine to Alkynes

Journal

ORGANIC LETTERS
Volume 13, Issue 21, Pages 5842-5845

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202452b

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Funding

  1. National Science Foundation [CHE-0922998]
  2. Division Of Chemistry
  3. Direct For Mathematical & Physical Scien [0922998] Funding Source: National Science Foundation

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This work reports the high-yield formation of pyrazoline derivatives mediated by gold(I) catalysts. The reaction utilizes a diaziridine, which has seen only limited usage In organic methodology. Mechanistic studies suggest a gold-mediated opening of the diazridine ring, alkyne insertion, and finally an intramolecular hydroamination to furnish the product.

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