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, Yuhong Zhang

The Journal of Organic Chemistry · 2011 · 97 citations · 69 references

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Concepts

Abstract

A conceptual method for the preparation of 1,2-diketones is reported. The selective C-C bond cleavage of 1,3-diketones affords the 1,2-diketones in high yields under mild reaction conditions in air by the use of FeCl(3) 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 the useful 1,2-diketones.

References

69