Tetrahedron

Hydrogenation of ortho-nitrochalcones over Pd/C as a simple access to 2-substituted 1, 2, 3, 4-tetrahydroquinolines

A Patti, S Pedotti

Index: Patti, Angela; Pedotti, Sonia Tetrahedron, 2010 , vol. 66, # 30 p. 5607 - 5611

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Citation Number: 13

Abstract

The preparation of some 2-substituted-1, 2, 3, 4-tetrahydroquinoline has been achieved by the one-pot reductive intramolecular cyclization of ortho-nitrochalcones with gaseous hydrogen in the presence of a Pd/C catalyst and the best selectivity was observed using CH2Cl2 as solvent. The method is operationally simple and versatile since ortho- nitrocalchones are easily accessible by Claisen–Schmidt condensation of 2- ...