Brønsted Acid-Catalyzed Straightforward Synthesis of Benzo[b]carbazoles from 2,3-Unsubstituted Indoles

Described is a general and efficient synthesis of valuable benzo[b]carbazoles by Brønsted acid-catalyzed reactions between simple C-2,C-3-unsubstituted indoles and ortho-[α-(hydroxy)benzyl]benzaldehyde acetals. Highly selective migration processes are involved as key steps in the overall cascade seq...

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Detalles Bibliográficos
Autores: Suárez, Anisley, García García, Patricia, Fernández Rodríguez, Manuel A., Sanz Díez, Roberto
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2014
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/3894
Acceso en línea:http://hdl.handle.net/10259/3894
Access Level:acceso abierto
Palabra clave:1,2-alkyl shift
benzo[b]carbazoles
Brønsted acid catalysis
heterocycles
synthetic methods
Química orgánica
Chemistry, Organic
Descripción
Sumario:Described is a general and efficient synthesis of valuable benzo[b]carbazoles by Brønsted acid-catalyzed reactions between simple C-2,C-3-unsubstituted indoles and ortho-[α-(hydroxy)benzyl]benzaldehyde acetals. Highly selective migration processes are involved as key steps in the overall cascade sequence that involves the one-pot formation of two new bonds and a cycle in a regioselective fashion.