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

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.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01578545
Contributor : Laurent Jonchère <>
Submitted on : Tuesday, August 29, 2017 - 1:36:06 PM
Last modification on : Friday, July 10, 2020 - 4:24:41 PM

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Xiu-Wen Chen, He Zhao, Biao Xiong, Huan-Feng Jiang, Pierre. H. Dixneuf, et al.. Selective synthesis of nitrogen bi-heteroarenes by a hydrogen transfer-mediated direct alpha,beta-coupling reaction. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2017, 15 (29), pp.6093--6097. ⟨10.1039/c7ob01434a⟩. ⟨hal-01578545⟩

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