MSP 9P Highly chemoselective synthesis of pyranopyrazoles in aqueous medium
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BELETKI, Igor, MACAEVA, Ellina, VLAD, Liudmila, BACA, Svetlana. MSP 9P Highly chemoselective synthesis of pyranopyrazoles in aqueous medium. In: Materials Science and Condensed Matter Physics, 13-17 septembrie 2010, Chișinău. Chișinău, Republica Moldova: Institutul de Fizică Aplicată, 2010, Editia 5, p. 78.
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Materials Science and Condensed Matter Physics
Editia 5, 2010
Conferința "Materials Science and Condensed Matter Physics"
Chișinău, Moldova, 13-17 septembrie 2010

MSP 9P Highly chemoselective synthesis of pyranopyrazoles in aqueous medium


Pag. 78-78

Beletki Igor, Macaeva Ellina, Vlad Liudmila, Baca Svetlana
 
Institute of Chemistry
 
Disponibil în IBN: 15 aprilie 2021


Rezumat

Coordination polymers that are comprised of metal ions or metal ion clusters and bridging organic ligands have received considerable attention due to their potential use in a variety of important applications. The combination of inorganic and organic components in these materials makes them suited for accessing advanced materials by chemical modifications of either metal units or organic ligands. In this context, the highly chemoselective synthesis of pyranopyrazoles as the organic building blocks has been developed. Note, that compounds including a pyrazole nucleus are known to possess biological, catalytic and magnetic properties. Our interest in the synthesis and investigations of coordination polymers which included nitrogen containing heterocycles as bridging ligands prompted us to study the multi-component condensation of a salicylic aldehyde, ethyl acetoacetate, hydrazine hydrate and malononitrile. It was established that, the synthesis of 6-amino-4-(2-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile 1 can be achieved in good yield using aqueous solution of organic bases as medium (Scheme). Formula Reactions of water-insoluble substrates lead to the formation of water-insoluble product 1. In such cases, product isolation simply involves the filtration of solid product. The aqueous medium presented in the present study offers a fast and eco-friendly synthesis of pyranopyrazoles. Main aspect is the development of this reaction on water that can achieve the desired chemical transformations without the need for the protection-deprotection of reactive functional groups and generation of anhydrous conditions. The synthesis of coordination polymers included the metal carboxylates and bridging pyranopyrazole containing ligands (1, 2 and 3) is under way.