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

作者：Chen, Xiu-Wen; Zhao, He; Xiong, Biao; Jiang, Huan-Feng; Dixneuf, Pierre. H.; Zhang, Min^*

来源：Organic and Biomolecular Chemistry, 2017, 15(29): 6093-6097.

DOI：10.1039/c7ob01434a

• ASYMMETRIC TRANSFER HYDROGENATION
• CATALYZED TRANSFER HYDROGENATIONS
• KINETIC RESOLUTION
• AMINE FORMATION
• CYCLIC AMINES
• N-ALKYLATION
• ALCOHOLS
• ACCESS
• NITROARENES
• QUINOLINES

By an external hydrogen transfer-mediated activation mode, we herein demonstrate a new palladium-catalyzed direct alpha,beta-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 p-conjugated systems that are of high significance in biological, medicinal, materials and synthetic organic chemistry as well as catalysis.

• 出版日期2017-8-7
• 单位华南理工大学