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Synthesis 2011(13): 2066-2072  
DOI: 10.1055/s-0030-1260609
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Selective Reduction of Nitroarenes by a Hantzsch 1,4-Dihydropyridine: A Facile and Efficient Approach to Substituted Quinolines

Rui-Guang Xinga, Ya-Nan Lia, Qiang Liu*a,b, Yi-Feng Hanb, Xia Weia, Jing Lia, Bo Zhoua
a State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China
b Engineering Research Center for Eco-Dyeing & Finishing of Textiles, Ministry of Education, Zhejiang Sci-Tech University, Hangzhou 310018, P. R. of China
Fax: +86(931)8625657; e-Mail: liuqiang@lzu.edu.cn;
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Publication History

Received 16 March 2011
Publication Date:
26 May 2011 (online)

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Abstract

An efficient reductive cyclization of o-nitrocinnamoyl compounds was achieved by employing a Hantzsch 1,4-dihydropyridine ester as a biomimetic reducing agent in the presence of catalytic palladium on carbon. This approach was successfully applied to the synthesis of substituted quinolines.

Key words

quinolines - reductive cyclization - Hantzsch ester - biomimetic reducing agent

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