Studies on new synthetic methodologies for synthesis of phthalazinone derivatives vicyclization of 2-ethylnylbenzohydrazides

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2017

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Yaman, Tolga

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Nitrogen-containing heterocyclic compounds display a wide range of biological activities, which account for the increasing interest for their synthesis. In particular, the pyridazinone and phthalazinone derivatives represent a privileged structural motif in biologically active natural products and pharmaceutical compounds. For example, 4-aminophthalizinones have shown potential as anticancer agents. We have developed a methodology for the synthesis of various substituted phthalazinone derivatives. The starting material, ethyl 2-iodobenzoate was first converted to ethyl 2-ethynylbenzoate and its derivatives substituted at the alkyne carbon atom. Ester functionality was converted into the corresponding hydrazide derivatives. Gold catalyzed cyclization of 2-ethynylbenzohydrazide resulted in the formation of some target compounds. Also, heating of hydrazide derivatives at the reflux temperature of propanol gave the target compounds.

Subject Keywords

Heterocyclic compounds., Phthalazinone., Catalysts., Alkynes., Gold.

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http://etd.lib.metu.edu.tr/upload/12621634/index.pdf
https://hdl.handle.net/11511/26657

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Graduate School of Natural and Applied Sciences, Thesis

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Citation Formats

T. Yaman, “Studies on new synthetic methodologies for synthesis of phthalazinone derivatives vicyclization of 2-ethylnylbenzohydrazides,” M.S. - Master of Science, Middle East Technical University, 2017.