4.8 Article

[5+1] Cycloaddition of C,N-Cyclic N′-Acyl Azomethine Imines with Isocyanides

Journal

ORGANIC LETTERS
Volume 14, Issue 5, Pages 1226-1229

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol2034542

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Funding

  1. Japan Science and Technology Agency [221Z03585]
  2. Kanazawa University
  3. Japan Society for the Promotion of Science (JSPS)
  4. Grants-in-Aid for Scientific Research [24750037, 21550038] Funding Source: KAKEN

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A catalyst-free [5 + 1] cycloaddition reaction between isocyanides and C,N-cyclic ff-acyl azomethine imines as the isocyanophile leading to novel heterocycles has been developed. These reactions proceeded quickly and cleanly to afford the corresponding imin-1,3,4-oxadiazin-6-one derivatives in high to excellent yields. A wide range of C,N-cyclic N-acyl azomethine imines and isocyanides were applicable to this reaction.

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