The thioureidomethylation of the sodium enolate of 2-(4-methylbenzoyl)cyclohexanone 3 with N-(tosylmethyl)thiourea 1a or N-(azidomethyl)thiourea 2 in acetonitrile results in the unexpected formation of N-(4-methylbenzoyl)-N'-[(2-oxocyclohexyl)methyl]thiourea 6, which was structurally characterised by X-ray diffraction analysis.
Acyl C→N migration in thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone
A. D. Shutalev, N. E. Zhukhlistova and G. V. Gurskaya, Mendeleev Commun., 2004, 14, 31 DOI: 10.1070/MC2004v014n01ABEH001866
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