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Selective synthesis of nitrogen bi-heteroarenes by a hydrogen transfer-mediated direct α,β-coupling reaction

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Abstract

By an external hydrogen transfer-mediated activation mode, we herein demonstrate a new palladium-catalyzed direct α,β-coupling of different types of N-heteroarenes. Such a selective coupling reaction proceeds with the advantages of operational simplicity, high atom-economical efficiency, and use of safe and abundant i-propanol as the activating agent, offering a practical way to access nitrogen bi-heteroarenes. Preliminary exploration has revealed that the obtained bis-1,10-phenanthroline 2qq′ as a ligand is capable of improving a copper catalyst for C–C bond formation. The work reported in this paper has built an important basis for the creation of extended π-conjugated systems that are of high significance in biological, medicinal, materials and synthetic organic chemistry as well as catalysis.

Graphical abstract: Selective synthesis of nitrogen bi-heteroarenes by a hydrogen transfer-mediated direct α,β-coupling reaction

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Publication details

The article was received on 13 Jun 2017, accepted on 04 Jul 2017 and first published on 04 Jul 2017


Article type: Communication
DOI: 10.1039/C7OB01434A
Citation: Org. Biomol. Chem., 2017, Advance Article
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    Selective synthesis of nitrogen bi-heteroarenes by a hydrogen transfer-mediated direct α,β-coupling reaction

    X. Chen, H. Zhao, B. Xiong, H. Jiang, Pierre. H. Dixneuf and M. Zhang, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB01434A

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