Reductive Alkenylation of Ketimines via Hydride Transfer from Aldehydes

Reductive Alkenylation of Ketimines via Hydride Transfer from Aldehydes

The first direct N-heterocyclic carbene (NHC)-catalyzed preparation of allylic amines bearing a quaternary center (α-tertiary amine) from isatin-derived ketimines in the presence of vinyl selenones and aldehydes is reported. This multicomponent reaction is expected to proceed via unprecedented in si...

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Veröffentlicht in:Journal of organic chemistry 2023-01, Vol.88 (1), p.632-639
Hauptverfasser: Azaz, Tazeen, Mourya, Hemlata, Singh, Vikram, Ram, Bali, Tiwari, Bhoopendra
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes
Amines
Catalysis
Imines
Isatin
Molecular Structure
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Zusammenfassung:The first direct N-heterocyclic carbene (NHC)-catalyzed preparation of allylic amines bearing a quaternary center (α-tertiary amine) from isatin-derived ketimines in the presence of vinyl selenones and aldehydes is reported. This multicomponent reaction is expected to proceed via unprecedented in situ reduction of imines through a hydride transfer from the aldehydes.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01508