One-pot multicomponent synthesis of piperidinium 3,3’-(arylmethylene) bis (2-hydroxynaphthalene-1,4-diones): NMR spectroscopic and X-ray structure characterization

Authors : Maryam FATAHPOUR, Nourollah HAZERI, Malek Taher MAGHSOODLOU, Fatemeh Noori SADEH, Mojtaba LSHKARI

Pages : 908-917

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Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A facile synthesis of piperidinium 3,3`-insert ignore into journalissuearticles values(arylmethylene); bis insert ignore into journalissuearticles values(2-hydroxynaphthalene-1,4-dione); analogs as organic salts is described by the one-pot pseudo-four-component reaction between 2-hydroxy-1,4-naphthoquinone, aromatic aldehydes, and piperidine. The single-crystal X-ray diffraction analysis of these systems confirms that the stabilized predominant interactions are N-H\... O and O-H\... O hydrogen bonds. Mild and clean reaction conditions, high atom economy, and operational simplicity of this one-pot multicomponent reaction coupled with excellent yields and no need for column chromatography have transformed this procedure to be a superior synthetic route for the efficient formation of families of naphthoquinone-derived compounds.
Keywords : Organic salts, 2 hydroxy 1, 4 naphthoquinone, crystal structure, hydrogen bonds