Preparation of spirocyclic oxindoles by cyclisation of an oxime to a nitrone and dipolar cycloaddition

Beth L. Ritchie, Alexandra Longcake and Iain Coldham
Beilstein J. Org. Chem. 2025, 21, 1890–1896. https://doi.org/10.3762/bjoc.21.146

Chemical Information

Calculated using the Chemistry Development Kit 2.12
Molecular Formula C19H19NO5S
Molecular Weight 373.42 g/mol
Exact Mass 373.0984 Da
InChI
InChI=1S/C19H19NO5S/c1-14-7-9-15(10-8-14)26(23,24)25-13-19(11-12-21)16-5-3-4-6-17(16)20(2)18(19)22/h3-10,12H,11,13H2,1-2H3
InChIKey
ZHWGNAXXHOVZON-UHFFFAOYSA-N
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCC2(CC=O)C3=C(C=CC=C3)N(C)C2=O
Number of Atoms 45
Number of H-Bond Acceptors 6
Number of H-Bond Donors 0
Atoms in the Largest π-System 10
XLogP 0.0
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