Iron-Promoted C-C Bond Cleavage of 1,3-Diketones: A Route to 1,2-Diketones under Mild Reaction Conditions
Lehao Huang, Kai Cheng, Bangben Yao, Yongju Xie and Yuhong Zhang*
*Department of Chemistry, Zhejiang University, Hangzhou 310027, China, Email: yhzhangzju.edu.cn
L. Huang, K. Cheng, B. Yao, Y. Xie, Y. Zhang, J. Org. Chem., 2011, 76, 5732-5737.
DOI: 10.1021/jo200840y (free Supporting Information)
A selective C-C bond cleavage of 1,3-diketones affords 1,2-diketones in high yields under mild reaction conditions in air by the use of FeCl3 as the catalyst and tert-butyl nitrite (TBN) as the oxidant without the use of solvent. The possible reaction mechanism is discussed. This protocol provides an expeditious route to useful 1,2-diketones.
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