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Cross 1,3-dipolar cycloadditions of C,N-cyclic azomethine imines with an N-benzyl azomethine ylide: facile access to fused tricyclic 1,2,4-hexahydrotriazines

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Abstract

A cross 1,3-dipolar cycloaddition of two different ylides between C,N-cyclic azomethine imines with an in situ-generated nonstabilized azomethine ylide from an N-benzyl precursor was realized. The reactions afforded a clean and facile access to diverse fused tricyclic 1,2,4-hexahydrotriazines in high yields (up to 96%). The chemical structures of the typical compounds were confirmed by X-ray single-crystal structure analysis.

Graphical abstract: Cross 1,3-dipolar cycloadditions of C,N-cyclic azomethine imines with an N-benzyl azomethine ylide: facile access to fused tricyclic 1,2,4-hexahydrotriazines

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Publication details

The article was received on 24 Nov 2018, accepted on 06 Dec 2018 and first published on 06 Dec 2018


Article type: Communication
DOI: 10.1039/C8OB02932F
Citation: Org. Biomol. Chem., 2019, Advance Article
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    Cross 1,3-dipolar cycloadditions of C,N-cyclic azomethine imines with an N-benzyl azomethine ylide: facile access to fused tricyclic 1,2,4-hexahydrotriazines

    K. Wang, Y. Li, Z. Wang, M. Hu, T. Qiu and B. Zhu, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB02932F

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