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>18</sub>H<sub>20</sub>N<sub>2</sub>O<sub>6</sub>

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Chemical Information

Calculated using the Chemistry Development Kit 2.12
Molecular Formula C18H20N2O6
Molecular Weight 360.36 g/mol
Exact Mass 360.1321 Da
InChI
InChI=1S/C18H20N2O6/c1-19-11-7-5-4-6-10(11)18(17(19)23)8-12-13(15(21)24-2)14(16(22)25-3)26-20(12)9-18/h4-7,12-14H,8-9H2,1-3H3/t12-,13-,14+,18+/m1/s1
InChIKey
LUQXUXXMPNTAOS-ZXTQRBJTSA-N
SMILES
CN1C2=C(C=CC=C2)[C@@]3(C[C@]4([H])[C@H]([C@@H](C(=O)OC)ON4C3)C(=O)OC)C1=O
Number of Atoms 46
Number of H-Bond Acceptors 6
Number of H-Bond Donors 0
Atoms in the Largest π-System 9
XLogP -0.6
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