Metal-Free Difunctionalization of Alkynes with 2-Chlorodithiane for Synthesis of β-Ketodithianes
Junshan Lai, Lixia Tian, Xing Huo, Yuan Zhang, Xingang Xie and Shouchu Tang*
*School of Pharmacy and ‡State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China, Email: tangshchlzu.edu.cn
J. Lai, L. Tian, X. Huo, Y. Zhang, X. Xie, S. Tang, J. Org. Chem., 2015, 80, 5894-5899.
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An oxidative coupling method for alkyne difunctionalization under metal-catalyst-free conditions affords various β-ketodithianes in very good yields with high regioselectivities. The reaction provides valuable dithianes with controlled formation of a new C-C bond and a C-O bond via a radical coupling pathway.
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oxidation, C-C coupling, 1,3-dithianes, oxygen