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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
One-Pot, Multistep Reactions for the Modular Synthesis of N, N'-Diarylindazol-3-ones.
Shuai Liu1, Liang Xu1, Yu Wei1
1School of Chemistry and Chemical Engineering/Key Laboratory for Green Processing of Chemical Engineering of Xin-jiang Bingtuan , Shihezi University , Shihezi 832003 , China.
A new, cost-effective synthesis for N, N'-diarylindazol-3-ones was developed using common starting materials. This copper-catalyzed reaction offers a modular and efficient route to valuable indazol-3-one derivatives.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Medicinal Chemistry
Background:
- Indazol-3-one derivatives are important scaffolds in medicinal chemistry.
- Existing synthetic routes can be complex and low-yielding.
Purpose of the Study:
- To develop a more efficient and modular synthesis of N, N'-diarylindazol-3-ones.
- To utilize readily available starting materials for improved accessibility.
Main Methods:
- Copper-catalyzed oxidative C-N cross-coupling reaction.
- Dehydrogenative N-N bond formation under an air atmosphere.
- Integration with a preceding decarboxylative amination.
Main Results:
- Successful synthesis of N, N'-diarylindazol-3-ones achieved.
- Good to excellent yields reported for the target compounds.
- The process demonstrated modularity and straightforwardness.
Conclusions:
- A pot-economic and efficient synthetic strategy for N, N'-diarylindazol-3-ones has been established.
- The developed method offers a practical approach for accessing diverse indazol-3-one derivatives.
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