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Efficient synthesis of spiroisoxazoline oxindoles

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Abstract(s)

The synthesis of spiroisoxazoline oxindoles containing ester groups at position 4′ and aromatic or ester groups at position 3′ of the isoxazoline ring is reported. The compounds were synthesized in yields up to 94% by 1,3-dipolar cycloaddition of 3-methylene indolin-2-ones and chlorooximes in the presence of triethylamine or zinc.

Description

Acknowledgments: We thank Fundação para a Ciência e Tecnologia (Portugal) for financial support [Projects PTDC/QUI-QUI/111664/2009 and PTDC/SAU-FAR/110848/2009 and Fellowships SFRH/BD/69258/2010 and SFRH/BPD/44481/2008].

Keywords

Spirooxindole Isoxazoline 1,3-Dipolar cycloaddition Chlorooxime Zinc

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Citation

Tetrahedron Letters 53 (2012) 281–284

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