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Short Paper | Special issue | Vol 88, No. 1, 2014, pp.595-602
Published online, 30th May, 2013
DOI: 10.3987/COM-13-S(S)4
Copper-Mediated Regioselective Homocoupling of Thiophenes and Indoles via Directed C–H Cleavage

Riko Odani, Mayuko Nishino, Koji Hirano,* Tetsuya Satoh, and Masahiro Miura*

*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 560-0871, Japan


We have developed a copper-mediated regioselective homocoupling reaction of thiophenes and indoles via functional-group-directed C–H cleavage to afford the corresponding bisthiophenes (bithiophenes) and bisindoles directly. The copper-based system can provide a concise and precious-metal-free access to the above heterocyclic cores of fundamental importance in material and pharmaceutical chemistry.