| Autor: |
Laktsevich-Iskryk, Marharyta, Krech, Anastasiya, Fokin, Mihhail, Kimm, Mariliis, Jarg, Tatsiana, Noël, Timothy, Ošeka, Maksim |
| Předmět: |
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| Zdroj: |
Journal of Flow Chemistry; Mar2024, Vol. 14 Issue 1, p139-147, 9p |
| Abstrakt: |
A vicinal diamine motif can be found in numerous natural compounds and pharmaceuticals, making it an important synthetic target. Herein, we report a telescoped synthesis of vicinal diamines under continuous flow conditions. This approach involves the electrochemical aziridination of alkenes with primary amines, followed by the strain-release driven ring-opening using various nitrogen nucleophiles. The efficacy of the developed method was demonstrated through the synthesis of diverse symmetrically and non-symmetrically substituted vicinal diamines, as well as vicinal amino azides, which can be further hydrogenated to diamines in flow. Additionally, O-centered nucleophiles were employed for the ring-opening of aziridines in our telescoped synthesis, yielding vicinal amino ethers and alcohol. This process offers a streamlined and efficient pathway for the direct synthesis of valuable products from readily available starting materials, bypassing the isolation of unstable aziridine intermediates. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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