Synthesis of 1,4-Disubstituted Pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyridazines by Means of SNAr and Palladium-Catalysed Reactions

Autor:	Sylvain Routier, Christian Jarry, Rabia Belaroussi, Nathalie Percina, Mathieu Marchivie, Gérald Guillaumet, Ahmed El Hakmaoui, Stéphane Massip, Agnes Chartier, Mohamed Akssira
Rok vydání:	2015
Předmět:	010405 organic chemistry Chemistry Aryl Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences 3. Good health chemistry.chemical_compound Nucleophilic aromatic substitution Organic chemistry Reactivity (chemistry) Physical and Theoretical Chemistry Palladium
Zdroj:	European Journal of Organic Chemistry. 2015:4006-4017
ISSN:	1434-193X
Popis:	The first efficient synthesis of various 1,4-disubstituted pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyridazines is reported. The reactivity toward chlorine release at the C-1 and C-4 positions was investigated. SNAr and palladium-catalysed cross-coupling reactions were carried out, and conditions were optimised for each procedure. 1,4-Bis(het)aryl derivatives were obtained under a Suzuki cross-coupling procedure whereas SNAr substitution was achieved mainly at C-1 in preference to C-4. The monosubstituted C-4 morpholino derivative was used as a starting material to provide dissymmetrical 1,4-diaminated or 1-(het)aryl-4-morpholino products.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f3d4ddcc6331934116c7857aa0c74550 https://doi.org/10.1002/ejoc.201500294 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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