Amination of Phosphorodiamidate-Substituted Pyridines and Related N-Heterocycles with Magnesium Amides
| Autor: | Paul Knochel, Benjamin Heinz, Moritz Balkenhohl, Thomas Abegg |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Chemistry Magnesium Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Quinoxaline Electrophile Surface modification Physical and Theoretical Chemistry Amination |
| Zdroj: | Organic letters. 20(24) |
| ISSN: | 1523-7052 |
| Popis: | The amination of various phosphorodiamidate-substituted pyridines, quinolines, and quinoxaline with magnesium amides R2NMgCl center dot LiCl proceeds at room temperature within 8 h. Several pharmaceutically active amines were suitable substrates for this amination procedure, and also the antihistaminic tripelennamine was prepared. Additionally, several heterocyclic phosphorodiamidates underwent directed ortho-metalation (DoM) using TMPMgCl center dot LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) or TMP2Mg center dot 2LiCl, followed by electrophilic functionalization prior to the amination step, which led to ortho-functionalized aminated N-heterocycles. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|