Domino reaction of 3-(2-formylphenoxy) propenoates and amines: A novel synthesis of 1, 4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines

SL Cui, J Wang, XF Lin, YG Wang

Index: Cui, Sun-Liang; Wang, Jun; Lin, Xu-Feng; Wang, Yan-Guang Journal of Organic Chemistry, 2007 , vol. 72, # 20 p. 7779 - 7782

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Citation Number: 35

Abstract

A novel synthesis of Hantzsch-type N-substituted 1, 4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines has been developed. Salicaldehydes were treated with ethyl propiolate in the presence of N-methylmorpholine to give ethyl 3-(2-formylphenoxy) propenoates. Three equivalents of ethyl 3-(2-formylphenoxy) propenoates reacted with 1 equiv of amines under trifluoroacetic acid (TFA) catalyst to furnish the corresponding N- ...