NHC‐Catalyzed, Microwave‐Assisted and Base‐Dependent Reactions of Substituted Cinnamaldehydes Towards γ‐Lactones or Saturated Esters

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Abstract: N‐Heterocyclic carbenes (NHCs) generated from imidazolium, imidazopyridinium and imidazoquinolinium hydrochlorides in situ using base and microwave irradiation were employed as organocatalysts to yield homoenolates from cinnamaldehyde and its aryl‐substituted analogs. Depending on the catalytic base either γ‐lactones were prepared when the strong base tBuOK was used or the corresponding saturated ethyl 3‐aryl propionates were synthesized with the milder DIPEA base. Novel imidazopyridinium and imidazoquinolinium hydrochlorides were synthesized and were compared to commercially available NHCs IMes and IDip for their catalytic activity. The optimum reaction conditions were established using IMes and the broad scope of both reactions was investigated using the 4 most efficient NHCs.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: NHC‐Catalyzed, Microwave‐Assisted and Base‐Dependent Reactions of Substituted Cinnamaldehydes Towards γ‐Lactones or Saturated Esters ; day:20 ; month:11 ; year:2024 ; extent:6
European journal of organic chemistry ; (20.11.2024) (gesamt 6)

Creator: Papadaki, Evanthia
Kapoti, Antonia
Leitourgaki, Roza
Vogiatzi, Aikaterini
Magrioti, Victoria

DOI: 10.1002/ejoc.202401047

URN: urn:nbn:de:101:1-2411211342551.235807078441

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:26 AM CEST

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Papadaki, Evanthia
Kapoti, Antonia
Leitourgaki, Roza
Vogiatzi, Aikaterini
Magrioti, Victoria

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NHC‐Catalyzed, Microwave‐Assisted and Base‐Dependent Reactions of Substituted Cinnamaldehydes Towards γ‐Lactones or Saturated Esters

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Other Objects (12)

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