Topics in Catalysis

, Volume 57, Issue 10–13, pp 878–889 | Cite as

Copper-Mediated Direct Arylation of Azole Compounds

  • Koji Hirano
  • Masahiro MiuraEmail author
Original Paper


This account briefly summarizes recent development of copper-mediated direct arylations of 1,3-azole compounds by our group. Various azoles undergo the direct arylation with aryl iodides in the presence of CuI and an appropriate base to afford the corresponding heterobiaryls. On the other hand, Cu(OAc)2 enables more challenging dehydrogenative biaryl couplings via twofold C–H cleavage of starting arenes, providing the most straightforward and ultimately ideal approach to the biaryl motif. Moreover, an annulative dehydrogenative coupling with o-alkynylphenols and anilines is also possible under CuF2-mediated conditions to form azole-benzofuran and -indole conjugations directly. All the reactions proceed effectively without any precious transition metal catalysts such as palladium, rhodium, and ruthenium.


Arylation Azole C–H activation Copper Heterobiaryl 



This work was supported by Grants-in-Aid from MEXT and JSPS, Japan.


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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  1. 1.Department of Applied Chemistry, Faculty of EngineeringOsaka UniversitySuitaJapan

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