Highly regioselective 4-hydroxy-1-methylpiperidine mediated aromatic nucleophilic substitution on a perfluorinated phthalimide core

A tertiary amine-mediated highly regioselective aromatic nucleophilic substitution (SNAr) protocol was developed in the assemblies of perfluorinated phtalimide with primary or secondary amines as inputs. Application of 1-methyl-4-hydroxypiperidine as additive, formation of the less favoured, bioacti...

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Elmentve itt :
Bibliográfiai részletek
Szerzők: Madácsi Ramóna
Gyuris Márió
Wölfling János
Puskás László
Kanizsai Iván
Dokumentumtípus: Cikk
Megjelent: 2018
Sorozat:JOURNAL OF FLUORINE CHEMISTRY 212
doi:10.1016/j.jfluchem.2018.05.011

mtmt:3389417
Online Access:http://publicatio.bibl.u-szeged.hu/14527
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520 3 |a A tertiary amine-mediated highly regioselective aromatic nucleophilic substitution (SNAr) protocol was developed in the assemblies of perfluorinated phtalimide with primary or secondary amines as inputs. Application of 1-methyl-4-hydroxypiperidine as additive, formation of the less favoured, bioactive regioisomer was facilitated, modifying their ratios from the initial 8–36% to 81–91%. After optimization, a facile gram scale syntheses were accomplished and isolated the desired analogues in up to 63% yield. © 2018 
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