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Toward C2-nitrogenated chromones by copper-catalyzed β-C(sp2)–H N-heteroarylation of enaminones

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Abstract

The unconventionally selective β-C(sp2)–H activation of enaminones in the presence of various nitrogen nucleophiles, including azoles and cyclic amines, leading to the synthesis of 2-nitrogenated chromones has been achieved by employing a catalytic system consisting of CuI, I2, PhI(OAc)2 and Na2CO3. The work discloses a new application of functonal enaminones in the synthesis of valuable heterocyclic scaffolds by switching the reaction pathway via unprecedented regioselectivity.

Graphical abstract: Toward C2-nitrogenated chromones by copper-catalyzed β-C(sp2)–H N-heteroarylation of enaminones

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Article information


Submitted
13 Jan 2020
Accepted
20 Mar 2020
First published
23 Mar 2020

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

Toward C2-nitrogenated chromones by copper-catalyzed β-C(sp2)–H N-heteroarylation of enaminones

T. Luo, J. Wan and Y. Liu, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00065E

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