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Studies on new synthetic methodologies for synthesis of phthalazinone derivatives vicyclization of 2-ethylnylbenzohydrazides
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Date
2017
Author
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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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.