TfOH-Catalyzed Reactions of Aryl Methyl Ketones with Ynamides: Synthesis of 1-Amino-1H-indenes and 2,4-Dienamides.
J Org Chem
; 89(18): 13511-13517, 2024 Sep 20.
Article
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| MEDLINE
| ID: mdl-39196698
ABSTRACT
The efficient synthesis of 1-amino-1H-indenes and 2,4-dienamides was realized via TfOH-catalyzed reactions of aryl methyl ketones with terminal ynamides in two distinct pathways. Aromatic ketones with high electrophilicity underwent [3 + 2] annulation with ynamides to produce 1-amino-1H-indenes, while aromatic ketones with low electrophilicity proceeded under the same conditions to afford 2,4-dienamides. Furthermore, the obtained 1-amino-1H-indenes could be converted into the corresponding 1H-indenes and dihydro-1H-indenes in excellent yields.
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01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Año:
2024
Tipo del documento:
Article
Pais de publicación:
Estados Unidos