4.4 Article

Synthesis of novel dispiro-oxindoles via 1,3-dipolar cycloaddition reactions of azomethine ylides

Journal

TETRAHEDRON LETTERS
Volume 53, Issue 18, Pages 2328-2331

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.02.097

Keywords

Isatin; L-proline; Azomethine ylide; 1,3-Dipolar cycloaddition; X-ray diffraction

Funding

  1. University Mohammed V-Agdal
  2. Yemen Government
  3. University of Malaya [UM.C/625/1/HIR/033/10]

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The 1,3-dipolar cycloaddition of 1-allyl-5-haloisatin derivatives as dipolarophiles with the azomethine ylides generated in situ from N-allylisatin and L-proline to furnish novel dispiro-oxindoles has been investigated. The structures and relative stereochemistry of both types of cycloadducts were confirmed by single crystal X-ray diffraction, H-1 and C-13 NMR spectroscopy and mass spectrometry. (C) 2012 Elsevier Ltd. All rights reserved.

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