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Investigation of an Efficient Palladium-Catalyzed C(sp)-C(sp) Cross-Coupling Reaction Using Phosphine-Olefin Ligand: Application and Mechanistic Aspects

Wei Shi, Yingdong Luo, Xiancai Luo, Lei Chao, Heng Zhang, Jian Wang and Aiwen Lei*

*College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China, Email: aiwenleiwhu.edu.cn

W. Shi, Y. Luo, X. Luo, L. Chao, H. Zhang, J. Wang, A. Lei, J. Am. Chem. Soc., 2008, 130, 14713-14720.

DOI: 10.1021/ja8049436 (free Supporting Information)



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Abstract

A new Pd-catalyzed protocol realized the cross-coupling of a broad scope of terminal alkynes and haloalkynes in good to excellent yields with high selectivities and without homocoupling using a phosphine-olefin ligand. Electron-rich alkynes, which are normally difficult substrates in Glaser couplings, could be employed as either nucleophiles or electrophiles.

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Key Words

Diynes, Sonogashira Coupling


ID: J48-Y2008-3270