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...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
| Megjelent: |
2018
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| 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 |
| Tartalmi kivonat: | 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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| Terjedelem/Fizikai jellemzők: | 38-44 |
| ISSN: | 0022-1139 |