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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 9: 1960 - 1964

DOI: https://doi.org/10.6023/cjoc201302016

Articles

Reductive Amination Reaction Using Hantzsch Ester 1,4-Dihydropyridine as Reducing Reagent

  • Huang Xinwei ,
  • Liu Jianli
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  • a Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, School of Life Science, Northwest University, Xi'an 710069;
    b School of Chemistry and Chemical Engineering, Xi'an University of Arts and Science, Xi'an 710065

Received date: 2013-03-02

  Revised date: 2013-04-26

  Online published: 2013-05-24

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20872118, 30070905), the Key Laboratory Fund of Shaanxi Province of China (Nos. 2010JS097, 11JS090, 12JS110) and the Foundation of the Education Department of Shaanxi Province (No. 08jk477)

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Abstract

Reductive amination is an important reaction in organic synthesis. Aldehyde and ketone can react with primary and secondary amine in the presence of appropriate reducing reagent to afford secondary and tertiary amine. Hantzsch ester 1,4-dihydropyridine (HEH) is employed in the selective reduction and reductive amination of α,β-unsaturated carbonyl compounds, electron-deficient conjugate alkene and imine as a biomimetic organic reductant. In this paper, the possibility of labeling aldehyde by reductive amination using HEH as reductant, 7-amino-4-methylcoumarin and aldehydes as models was studied. Sixteen products were synthesized, among them, thirteen compounds were not reported in the literature.

Key words： Hantzsch ester 1,4-dihydropyridine; reductive amination; coumarin; aldehyde; label

Cite this article

Huang Xinwei , Liu Jianli . Reductive Amination Reaction Using Hantzsch Ester 1,4-Dihydropyridine as Reducing Reagent[J]. Chinese Journal of Organic Chemistry, 2013 , 33(9) : 1960 -1964 . DOI: 10.6023/cjoc201302016

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