α‐Functionalisation of Ketones Through Metal‐Free Electrophilic Activation
Abstract: Triflic anhydride mediated activation of acetophenones leads to highly electrophilic intermediates that can undergo a variety of transformations when treated with nucleophiles. This electrophilic ketone activation gives access to α‐arylated and α‐oxyaminated acetophenones under metal‐free conditions in moderate to excellent yields and enables extension to the synthesis of arylated morpholines via generation of vinylsulfonium salts. Computational investigations confirmed the transient existence of intermediates derived from vinyl triflates and the role of the oxygen atoms at the para position of aromatic ring in facilitating their stabilisation.
- 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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α‐Functionalisation of Ketones Through Metal‐Free Electrophilic Activation ; volume:59 ; number:47 ; year:2020 ; pages:20935-20939 ; extent:5
Angewandte Chemie / International edition. International edition ; 59, Heft 47 (2020), 20935-20939 (gesamt 5)
- Urheber
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Zawodny, Wojciech
Teskey, Christopher J.
Mishevska, Magdalena
Völkl, Martin
Maryasin, Boris
González, Leticia
Maulide, Nuno
- DOI
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10.1002/anie.202006398
- URN
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urn:nbn:de:101:1-2022061313382451999197
- 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
- Zawodny, Wojciech
- Teskey, Christopher J.
- Mishevska, Magdalena
- Völkl, Martin
- Maryasin, Boris
- González, Leticia
- Maulide, Nuno
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