Synthesis of substituted 1,2-dihydropyridines by reaction of ethyl  N -arylmalonamates with ethyl 2-(ethoxymethylidene)-3-oxobutanoate

S. S. Hayotsyan; A. H. Hasratyan; A. A. Sargsyan; A. Kh. Khachatryan; A. E. Badasyan; S. G. Kon’kova; M. S. Sargsyan

doi:10.1134/S1070428016060166

Synthesis of substituted 1,2-dihydropyridines by reaction of ethyl N-arylmalonamates with ethyl 2-(ethoxymethylidene)-3-oxobutanoate

Authors: Hayotsyan S.S.¹, Hasratyan A.H.¹, Sargsyan A.A.¹, Khachatryan A.K.¹, Badasyan A.E.¹, Kon’kova S.G.¹, Sargsyan M.S.¹
Affiliations:
1. Institute of Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry
Issue: Vol 52, No 6 (2016)
Pages: 857-861
Section: Article
URL: https://journal-vniispk.ru/1070-4280/article/view/214545
DOI: https://doi.org/10.1134/S1070428016060166
ID: 214545

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Abstract

Michael addition of ethyl N-arylmalonamates to ethyl 2-(ethoxymethylidene)-3-oxobutanoate in ethanol in the presence of triethylamine at room temperature afforded the corresponding adducts which underwent cyclization to diethyl 1-aryl-6-methyl-2-oxo-1,2-dihydropyridine-3,5-dicarboxylates in 17–65% yield. N-Alkylmalonamic acid esters failed to react with ethyl 2-(ethoxymethylidene)-3-oxobutanoate under analogous conditions.