4.4 Article

Efficient synthesis of spiroisoxazoline oxindoles

Journal

TETRAHEDRON LETTERS
Volume 53, Issue 3, Pages 281-284

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.10.139

Keywords

Spirooxindole; Isoxazoline; 1,3-Dipolar cycloaddition; Chlorooxime; Zinc

Funding

  1. Fundacao para a Ciencia e Tecnologia (Portugal) [PTDC/QUI-QUI/111664/2009, PTDC/SAU-FAR/110848/2009, SFRH/BD/69258/2010, SFRH/BPD/44481/2008]
  2. Fundação para a Ciência e a Tecnologia [SFRH/BD/69258/2010, PTDC/SAU-FAR/110848/2009, PTDC/QUI-QUI/111664/2009, SFRH/BPD/44481/2008] Funding Source: FCT

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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. (C) 2011 Elsevier Ltd. All rights reserved.

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