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200517.fm Page 44 Friday, March 18, 2005 2:52 PM
2005
Ring opening reactions
O 0132
Reaction of 3,5-Carbonyl-Substituted 1,4-Dihydropyridines with Hydrazine
— A fission of the heterocycle is observed in reactions of 3,5-acyl17- 043 Hydrate.
1,4-dihydropyridines [cf. (I), (III), and (V)] and -tetrahydropyrimidine (VII) with
hydrazine hydrate. Contrary, a reverse Michael reaction predominates in the reaction
of the ester (IX) with N2H4. The polycyclic dicarbonyl compound (XIV) reacts with
N2H4 without fission of the heterocycle but suffers a spontaneous aromatization and
Wolff-Kishner reaction with formation of derivative (XV). — (BISENIEKS, E.;
ULDRIKIS, J.; DUBURS, G.; Chem. Heterocycl. Compd. (N. Y.) 40 (2004) 7,
869-875; Latv. Inst. Org. Synth., Riga 1006, Latvia; Eng.) — R. Staver
200517.fm Page 45 Friday, March 18, 2005 2:52 PM
2005
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