Gas phase thermolysis of β-N,N-dimethylhdrazinopropenoates (1) provides a new route to pyrazolinones (2) involving a [1,4] methyl shift from nitorgen to carbon in the pyrazolinium ylide intermediates (3); the mechanism is supported by the isolation of ylides (3a,b,e), the structures of (3a) and (3e) being confirmed by X-ray crystallography.
X. Coqueret, F. Bourelle-Wargnier, J. Chuche and L. Toupet, J. Chem. Soc., Chem. Commun., 1983, 1144 DOI: 10.1039/C39830001144
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