A Combination of Copper(0) Powder and Selectfluor Enables Generation of Cationic Copper Species for Mild 1,2-Dicarbonylation of Alkynes

Wenxia Zhang, Jian Zhang, Yunkui Liu*, Zhenyuan Xu

*State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, 310014, P. R. of China, Email: ykuiliuzjut.edu.cn

W. Zhang, J. Zhang, Y. Liu, Z. Xu, Synlett, 2013, 24, 2709-2714.

DOI: 10.1055/s-0033-1338983

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Abstract

A combination of copper powder and Selectfluor generates a cationic copper species that efficiently catalyze the formation of 1,2-diketones from alkynes under mild conditions with water and dioxygen as inexpensive and environmentally benign sources of oxygen.

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Selectfluor-Mediated Simultaneous Cleavage of C-O and C-C Bonds in α,β-Epoxy Ketones Under Transition-Metal-Free Conditions: A Route to 1,2-Diketones

H. Wang, S. Ren, J. Zhang, W. Zhang, Y. Liu, J. Org. Chem., 2015, 80, 6856-6863.

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Key Words

alkynes, 1,2-diketones, catalysis, copper, ketones, Selectfluor, oxygen

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ID: J60-Y2013