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Copper-catalyzed [4 + 2] annulation reaction of β-enaminones and aryl diazonium salts without external oxidant: synthesis of highly functionalized 3H-1,2,4-triazines via homogeneous or heterogeneous strategy

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Abstract

Herein, both homogeneous and heterogeneous strategies were developed to access highly functionalized 3H-1,2,4-triazines using Cu-catalyzed [4 + 2] annulation. This new protocol featured external oxidant-free conditions, a non-noble copper catalyst and good functional group compatibility. The multiple valence states of copper were further confirmed by X-ray photoelectron spectroscopy.

Graphical abstract: Copper-catalyzed [4 + 2] annulation reaction of β-enaminones and aryl diazonium salts without external oxidant: synthesis of highly functionalized 3H-1,2,4-triazines via homogeneous or heterogeneous strategy

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Article information


Submitted
27 Nov 2019
Accepted
03 Jan 2020
First published
06 Jan 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Copper-catalyzed [4 + 2] annulation reaction of β-enaminones and aryl diazonium salts without external oxidant: synthesis of highly functionalized 3H-1,2,4-triazines via homogeneous or heterogeneous strategy

Q. Ding, M. Li, Y. Sun, Y. Yu, J. B. Baell and F. Huang, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01413F

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