Journal of heterocyclic chemistry

Synthesis of heterocyclic compounds using amidines as their ene??1, 1??diamine tautomers. II. Synthesis of 2, 3??dihydropyridine, 3, 4??dihydropyridine and 3, 4?? …

K Ito, Y Kizuka, S Ihara

Index: Ito, Kunio; Kizuka, Yoshiko; Ihara, Shogo Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 5 p. 1217 - 1224

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Citation Number: 5

Abstract

Nt-Butylacetamidines 1 on heating with methyl vinyl ketone, acrolein or crotonaldehyde gave the 2, 3-dihydropyridine derivatives 4, 5 or 6 via N-alkylation of the acetamidines 1. Reaction of amidines 1 with phenyl 1-propenyl ketone, benzalacetone or chalcone gave 3, 4- dihydropyridine derivatives 8, 9 or 10. These were obtained by C-alkylation, achieved by Michael addition of the acetamidines 1 as their N, C-tautomers ene-1, 1-diamines 1'to α, β- ...