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2005
Pyrazole derivatives
R 0180
Enamines in Heterocyclic Synthesis: A Route to 4-Substituted Pyrazoles and ConPyrazoles. — Enamines (II) react with hydrazonoyl chlorides (I) affording
08- 119 densed
condensation products (III) via dimethylamine hydrochloride elimination. The reaction
course may be initiated by in situ generated nitrile imines which undergo 1,3-dipolar
cycloaddition to (II) furnishing intermediate cycloadducts that aromatize via dimethylamine elimination. An expected reduction product of (IIIa) possibly undergoes
self-condensation and cyclizes further to provide compound (IV). An extension of an
earlier described method enables the synthesis of pyrazolopyridazines (V) and (VI).
— (HASSANEEN, H. M. E.; HASSANEEN, H. M.; ELNAGDI, M. H.; Z. Naturforsch., B: Chem. Sci. 59 (2004) 10, 1132-1136; Dep. Chem., Fac. Sci., Cairo Univ.,
Giza 12613, Egypt; Eng.) — H. Hoennerscheid
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