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>22</sub>H<sub>19</sub>N<sub>3</sub>O<sub>4</sub>

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Chemical Information

Calculated using the Chemistry Development Kit 2.12
Molecular Formula C22H19N3O4
Molecular Weight 389.40 g/mol
Exact Mass 389.1375 Da
InChI
InChI=1S/C22H19N3O4/c1-23-15-10-6-5-9-14(15)22(21(23)28)11-16-17-18(29-24(16)12-22)20(27)25(19(17)26)13-7-3-2-4-8-13/h2-10,16-18H,11-12H2,1H3
InChIKey
BEBLCPCBHQTVPI-UHFFFAOYSA-N
SMILES
CN1C2=C(C=CC=C2)C3(CC4C5C(C(=O)N(C6=CC=CC=C6)C5=O)ON4C3)C1=O
Number of Atoms 48
Number of H-Bond Acceptors 5
Number of H-Bond Donors 0
Atoms in the Largest π-System 11
XLogP -0.5
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