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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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Article information


Submitted
27 May 2014
Accepted
04 Jul 2014
First published
07 Jul 2014

Org. Chem. Front., 2014,1, 914-918
Article type
Research Article
Author version available

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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