Synthesis 2013; 45(4): 518-526
DOI: 10.1055/s-0032-1316841
paper
© Georg Thieme Verlag Stuttgart · New York

Dilithium Tetrachlorocuprate(II) Catalyzed Oxidative Homocoupling of Functionalized Grignard Reagents

Si-Kai Hua
b   Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China   Fax: +86(21)64253689   Email: renjm@ecust.edu.cn   Email: zengbb@ecust.edu.cn
,
Qiu-Peng Hu
b   Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China   Fax: +86(21)64253689   Email: renjm@ecust.edu.cn   Email: zengbb@ecust.edu.cn
,
Jiangmeng Ren*
b   Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China   Fax: +86(21)64253689   Email: renjm@ecust.edu.cn   Email: zengbb@ecust.edu.cn
,
Bu-Bing Zeng*
a   Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China
b   Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China   Fax: +86(21)64253689   Email: renjm@ecust.edu.cn   Email: zengbb@ecust.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 24 September 2012

Accepted after revision: 16 December 2012

Publication Date:
10 January 2013 (online)


Abstract

An efficient procedure is described for the oxidative homocoupling of functionalized Grignard reagents using a catalytic amount of dilithium tetrachlorocuprate(II) (CuLi2Cl4) in the presence of pure oxygen gas. This method is applied successfully to a variety of aryl, heteroaryl, alkyl, alkenyl and alkynyl halides, which are converted into the corresponding homocoupled products in good to excellent yields.

Supporting Information