J. Tummatorn, Charnsak Thongsornkleeb, S. Ruchirawat
Feb 6, 2013
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0
Influential Citations
29
Citations
Journal
Organic & biomolecular chemistry
Abstract
A convenient synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters via a domino process is described. The synthesis employs arylmethyl azides as the precursor which undergoes an acid-promoted rearrangement to give an N-aryl iminium ion. Following the addition with ethyl 3-ethoxyacrylate, intramolecular electrophilic aromatic substitution, elimination and subsequent oxidation, the quinoline products were obtained in moderate to excellent yields.