Notes

An Efficient Access to α-Dibromosubstituted Arylamides from β-Keto Arylamides

  • Liu Weibing ,
  • Chen Cui ,
  • Qiu Huihua
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  • College of Chemcal Engineering, Guangdong University of Petrochemical Technology, Maoming 525000

Received date: 2014-10-08

  Revised date: 2014-11-11

  Online published: 2014-11-11

Supported by

Project supported by the Natural Science Foundation of Guangdong Province (No. S2012040007868) and the Excellent Young Scientist Fund of Education Department of Guangdong Province (No. 2013LYM_0059).

Abstract

A remarkably simple, mild and efficient approach for carbon-carbon bond cleavage of β-keto amides using N-bromobutanimide (NBS) as the bromine source and acetic acid as the catalyst to construct α-dibromosubstituted arylamides is achieved. Moreover, tandem carbon-bromine bond formation, followed by protonation of carbonyl and cleavage of C—C bond in one pot has also been demonstrated. All the reactions were carried out under extremely mild conditions and provided almost quantitative yields of the products.

Cite this article

Liu Weibing , Chen Cui , Qiu Huihua . An Efficient Access to α-Dibromosubstituted Arylamides from β-Keto Arylamides[J]. Chinese Journal of Organic Chemistry, 2015 , 35(2) : 450 -454 . DOI: 10.6023/cjoc201410008

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