Producción CyT
Convenient One-Pot Synthesis of 9 H -Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst

Artículo

Autoría
Steingruber, Hugo Sebastian ; MENDIOROZ, PAMELA ; Volpe, María Alicia ; GERBINO, DARIO CESAR
Fecha
2021
Editorial y Lugar de Edición
GEORG THIEME VERLAG KG
Revista
SYNTHESIS-STUTTGART, vol. 53 (pp. 4048-4058) GEORG THIEME VERLAG KG
Resumen Información suministrada por el agente en SIGEVA
An efficient palladium-catalyzed tandem reaction for the one-pot synthesis of 9 H -carbazoles under microwave irradiation is developed. This approach involves a sequential Buchwald-Hartwig amination and a direct arylation from affordable and inexpensive anilines and 1,2-dihaloarenes. For the development of this purpose, a novel and magnetically recoverable palladium nanocatalyst supported on a green biochar under ligand-free conditions is used. Compared to other existing palladium-based protoco... An efficient palladium-catalyzed tandem reaction for the one-pot synthesis of 9 H -carbazoles under microwave irradiation is developed. This approach involves a sequential Buchwald-Hartwig amination and a direct arylation from affordable and inexpensive anilines and 1,2-dihaloarenes. For the development of this purpose, a novel and magnetically recoverable palladium nanocatalyst supported on a green biochar under ligand-free conditions is used. Compared to other existing palladium-based protocols, the present synthetic methodology shows a drastic reduction in reaction times and excellent compatibility with different functional groups allowing to obtain a small library of 9 H -carbazoles in high yields and with good regioselectivity. This procedure represents the first example in the direct synthesis of carbazoles using a heterogeneous palladium nanocatalyst from commercial precursors. To examine the application of this protocol, a direct and scalable synthesis of the bioactive carbazole alkaloid clausenalene from commercially available starting materials is described.
Ver más Ver menos
Palabras Clave
MICROWAVE-ASSISTED SYNTHESISHETEROGENEOUS CATALYSTCARBAZOLESTANDEM REACTIONSYNTHETIC METHODS
Descargue o solicite el texto completo