Selective synthesis of nitrogen bi-heteroarenes by a hydrogen transfer-mediated direct alpha,beta-coupling reaction - Université de Rennes Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2017

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

Xiu-Wen Chen
  • Function : Author
He Zhao
  • Function : Author
Biao Xiong
  • Function : Author
Huan-Feng Jiang
  • Function : Author
Pierre H. Dixneuf
  • Function : Author
  • PersonId : 938971
Min Zhang
  • Function : Correspondent author

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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Dates and versions

hal-01578545 , version 1 (29-08-2017)

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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 & Biomolecular Chemistry, 2017, 15 (29), pp.6093--6097. ⟨10.1039/c7ob01434a⟩. ⟨hal-01578545⟩
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