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Issue 8, 2014
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N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

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Abstract

The reaction of O-propargylic oximes with azodicarboxylates efficiently afforded 1,2,4-triazine oxides in good yields. The key intermediate, N-allenylnitrone, acted as 2-azadiene, undergoing stepwise [4 + 2] cycloaddition.

Graphical abstract: N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

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Publication details

The article was received on 27 May 2014, accepted on 04 Jul 2014 and first published on 07 Jul 2014


Article type: Research Article
DOI: 10.1039/C4QO00156G
Author version available: Download Author version (PDF)
Citation: Org. Chem. Front., 2014,1, 914-918
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    N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

    I. Nakamura, T. Jo, D. Zhang and M. Terada, Org. Chem. Front., 2014, 1, 914
    DOI: 10.1039/C4QO00156G

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