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

Rui-Guang Xing, Ya-Nan Li, Qiang Liu*, Yi-Feng Han, Xia Wei, Jing Li, Bo Zhou

*State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China, Email:

R.-G. Xing, Y.-N. Li, Q. Liu, Y.-F. Han, X. Wei, J. Li, B. Zhou, Synthesis, 2011, 2066-2072.

DOI: 10.1055/s-0030-1260609

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An efficient reductive cyclization of o-nitrocinnamoyl compounds was achieved by employing Hantzsch 1,4-dihydropyridine diethyl 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.

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Key Words

quinolines, reductive cyclization, Hantzsch ester, biomimetic reducing agent

ID: J66-Y2011-1840