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 structure C<sub>16</sub>H<sub>18</sub>N<sub>2</sub>O<sub>2</sub>

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Chemical Information

Calculated using the Chemistry Development Kit 2.12
Molecular Formula C16H18N2O2
Molecular Weight 270.33 g/mol
Exact Mass 270.1368 Da
InChI
InChI=1S/C16H18N2O2/c1-3-4-9-14-16(10-11-18(14)20)12-7-5-6-8-13(12)17(2)15(16)19/h3,5-8,11,14H,1,4,9-10H2,2H3
InChIKey
FVSLPVYMXGHHHD-UHFFFAOYSA-N
SMILES
C=CCCC1C2(CC=[N+]1[O-])C3=C(C=CC=C3)N(C)C2=O
Number of Atoms 38
Number of H-Bond Acceptors 2
Number of H-Bond Donors 0
Atoms in the Largest π-System 9
XLogP 1.1
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