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Reaction of 2-bromo 2-alkenoic carbonyl compounds with amidines: experimental and theoretical (PM3) studies of the mechanism of heterocyclisation into dihydroimidazole and pyrimidin-4(3H)-one

✍ Scribed by Friant, Pascale; Soula, Catherine; Rivail, Jean-Louis; Cartier, Alain; Marsura, Alain


Book ID
119991854
Publisher
Royal Society of Chemistry
Year
1993
Tongue
English
Weight
426 KB
Volume
6
Category
Article
ISSN
1472-779X

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N-t-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