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Mendeleev Commun., 2023 Volume 33, Issue 5, Pages 640–641 (Mi mendc481)

Communications

A convenient synthesis of new phosphonomethyl-containing 4,5-dihydropyridazin-3(2H)-ones

O. Bejaouiab, A. Abdellia, H. M'rabeta, X. Moreaub, M. L. Efrita, D. Primb

a Department of Chemistry, Faculty of Sciences, University of Tunis El Manar, Tunis, Tunisia
b Institut Lavoisier de Versailles, Versailles, France

Abstract: An expedient access to novel 4-phosphonomethyl-containing 2,6-disubstituted 4,5-dihydropyridazin-3(2H)-ones involves the reaction of β-phosphono γ'-keto ester intermediates with hydrazines. The construction of the pyridazinone ring allows the installation of various substituents at the positions 2 and 6 as well as a valuable 4-positioned phosphonomethyl fragment.

Keywords: pyridazin-3(2H)-ones, phosphonates, nitroalkanes, γ-keto ester, Michael addition, Nef reaction.

Language: English

DOI: 10.1016/j.mencom.2023.09.016



© Steklov Math. Inst. of RAS, 2025