Synthesis of prazolinones from β-N, N-dimethylhydrazinopropenoates: an example of a thermally induced [1, 4] alkyl shift

X Coqueret, F Bourelle-Wargnier, J Chuche…

Index: Coqueret, Xavier; Bourelle-Wargnier, Francoise; Chuche, Josselin; Toupet, Loic Journal of the Chemical Society, Chemical Communications, 1983 , # 20 p. 1144 - 1145

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Abstract

Gas phase thermolysis of-,-dimethylhdrazinopropenoates () provides a new route to pyrazolinones () involving a [1, 4] methyl shift from nitorgen to carbon in the pyrazolinium ylide intermediates (); the mechanism is supported by the isolation of ylides (,,), the structures of () and () being confirmed by-ray cryst