Journal of Organic Chemistry 2010-05-21

A one-step synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid esters from o-nitrobenzaldehydes.

Hariharan Venkatesan, Frances M Hocutt, Todd K Jones, Michael H Rabinowitz

Index: J. Org. Chem. 75(10) , 3488-91, (2010)

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Abstract

A straightforward and efficient one-step procedure for the synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters is described. The simple reductive cyclization is carried out by treating various substituted o-nitrobenzaldehydes with inexpensive, commercially available 3,3-diethoxypropionic acid ethyl ester and SnCl(2).2H(2)O in refluxing ethanol.