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Efficient synthesis of 1,2-bis(alkoxycarbonyl)pyrazol-3-ones from 2,3-allenoic acids, azodicarboxylates and PPh3

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Chem. Commun., 2014, Advance Article
DOI: 10.1039/C3CC48215D, Communication
Ruizhi Lu, Xin Cheng, Xingliang Zheng, Shengming Ma
The reaction of 2,3-allenoic acids with dialkyl azodicarboxylate in the presence of PPh3 affords 1,2-bis(alkoxycarbonyl)pyrazol-3-ones in moderate yields. A mechanism involving intramolecular Michael addition of the expected 2,3-allenoyl hydrazines has been proposed.
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