Formation of Sterically Congested C−N Bonds by Electrochemical Reductive Coupling of Amines and α‐Bromocarboxamides
Abstract: Nucleophilic substitution of α‐bromocarboxamide with amines have been demonstrated to synthesize sterically congested C−N bonds. Electrochemical reductive coupling is an efficient route to access hindered amino acid derivatives possessing a quaternary carbon center with excellent yields under mild reaction conditions. Cyclic voltammetry analyses indicated the cathodic reduction of α‐bromocarboxamides in the presence of amines as nucleophiles. The control experiment using the N‐methyl derivative of α‐bromocarboxamide suggested that the aziridinone is the most probable intermediate in this method.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Formation of Sterically Congested C−N Bonds by Electrochemical Reductive Coupling of Amines and α‐Bromocarboxamides ; day:19 ; month:01 ; year:2024 ; extent:7
ChemElectroChem ; (19.01.2024) (gesamt 7)
- Urheber
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Ghosh, Titli
Kaizawa, Hazuki
Funato, Shohei
Rahman, M. Azadur
Sasaki, Norihiko
Nokami, Toshiki
Abe, Manabu
Nishikata, Takashi
- DOI
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10.1002/celc.202300636
- URN
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urn:nbn:de:101:1-2024011914435243963545
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:22 MESZ
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Beteiligte
- Ghosh, Titli
- Kaizawa, Hazuki
- Funato, Shohei
- Rahman, M. Azadur
- Sasaki, Norihiko
- Nokami, Toshiki
- Abe, Manabu
- Nishikata, Takashi
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