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Note | Regular issue | Vol 81, No. 2, 2010, pp.395-406
Published online, 25th December, 2009
DOI: 10.3987/COM-09-11845
Synthesis of Some New Pyridazinylspirohetarylindoles and Hetarylpyridazine Derivatives

Yassin Gabr,* Mohamed Abdel-Megid, Mohamed Abdel-Hamid Awas, and Naser Mohamed Abdel-Fatah

*Department of Chemistry, Faculty of Education, Ain Shams University, El-Maqreezy St, Roxy, Heliopolis, Cairo 11757, Egypt

Abstract

Condensation of 4-acetyl-5,6-diphenylpyridazine-3(2H)-one (1) with 1H-indol-2,3-dione afforded the biheterocyclic enone 2. Interaction of 2 with some bifunctional nitrogen nucleophiles and dimedone yielded some novel pyridazinyl spirohetarylindoles 3-6. The reaction of 3-chloropyridazine derivative 7 with some heterocyclic compounds having vicinal amino and cyano groups gave hetarylaminopyridazines 9 and 13. Treatment of acetylpyridazinone 1 with arylidenecyanoacetate and arylidenemalononitrile afforded pyridylpyridazines 16 and 19, respectively. The effect of some active methylene compounds and thioacetamide on biheterocyclic enone 22 was also studied.