4.7 Article

Iron-Promoted C-C Bond Cleavage of 1,3-Diketones: A Route to 1,2-Diketones under Mild Reaction Conditions

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 14, Pages 5732-5737

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo200840y

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Funding

  1. National Basic Research Program of China [2011CB936003]
  2. NSFC [20872126, 2107216]

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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 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 the useful 1,2-diketones.

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