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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 4: 817 - 820

DOI: https://doi.org/10.6023/cjoc201311024

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α-Acetoxylation of Aromatic Ketones Mediated by Iodobenzene Diacetate

  • Tan Liquan ,
  • Liu Weibing ,
  • Huang Min ,
  • Yu Mei
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  • School of Chemistry and Life Science, Guangdong University of Petrochemical Technology, Maoming 525000

Received date: 2013-11-13

  Revised date: 2013-12-14

  Online published: 2014-01-02

Supported by

Project supported by the Natural Science Foundation of Guangdong Provine (No. S2012040007868).

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Abstract

This paper reports a simple method for the synthesis of α-acetoxyacetophenone derivatives from acetophenones using ZnO as a catalyst and iodobenzene diacetate as an oxidant. This transformation undergoes two processes: the oxidation of saturated sp3-C—H bond and the acetoxylation of C=C bond. The structures of products were confirmed by IR, 1H NMR and 13C NMR. In addition, a possible reaction mechanism was proposed.

Key words： iodobenzene diacetate; acetophenones; oxidation of saturated sp3-C—H bond; acetoxylation

Cite this article

Tan Liquan , Liu Weibing , Huang Min , Yu Mei . α-Acetoxylation of Aromatic Ketones Mediated by Iodobenzene Diacetate[J]. Chinese Journal of Organic Chemistry, 2014 , 34(4) : 817 -820 . DOI: 10.6023/cjoc201311024

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