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Gold-Catalyzed Oxidative Cross-Coupling of Terminal Alkynes: Selective Synthesis of Unsymmetrical 1,3-Diynes

Haihui Peng, Yumeng Xi, Nima Ronaghi, Boliang Dong, Novruz G. Akhmedov and Xiaodong Shi*

*C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, United States, Email: xmshiusf.edu

H. Peng, Y. Xi, N. Ronaghi, B. Dong, N. G. Akhmedov, X. Shi, J. Am. Chem. Soc., 2014, 136, 13174-13177.

DOI: 10.1021/ja5078365 (free Supporting Information)


Abstract

Gold-catalyzed oxidative cross-coupling of alkynes to unsymmetrical diynes has been achieved in the presence of 1,10-Phen as ligand and PhI(OAc)2 as oxidant giving the desired cross-coupled conjugated diynes in excellent heteroselectivity (>10:1), in good to excellent yields, and with large substrate tolerability.

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Key Words

Diynes, PIDA


ID: J48-Y2014