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Oxidation of N-substituted dopamine derivatives: irreversible formation of a spirocyclic product
Edward J. Land, Almudena Perona, Christopher A. Ramsden and Patrick A. Riley Org. Biomol. Chem., 2005,3, 2387-2388
DOI:
10.1039/B505946A,
Communication
Oxidation of amide, urea and guanidinium derivatives of dopamine gives relatively stable ortho-quinones whereas oxidation of corresponding thioamide and amidinium derivatives rapidly and quantitatively gives novel bicyclic and spirocyclic products formed via the corresponding ortho-quinone.