Nickel-catalyzed decarbonylation of N-acylated N-heteroarenes

Nickel-catalyzed decarbonylation of N-acylated N-heteroarenes is developed. This method can be used to produce a variety of N-aryl heteroarenes, including pyrroles, indoles, carbazoles and phenoxazines, using benzoic acid derivatives as arylating reagents. Arylnickelamide intermediates that are rele...

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Detalles Bibliográficos
Autores principales: Morioka, Toshifumi, Nakatani, Syun, Sakamoto, Yuki, Kodama, Takuya, Ogoshi, Sensuke, Chatani, Naoto, Tobisu, Mamoru
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6625484/
https://www.ncbi.nlm.nih.gov/pubmed/31367320
http://dx.doi.org/10.1039/c9sc02035g
Descripción
Sumario:Nickel-catalyzed decarbonylation of N-acylated N-heteroarenes is developed. This method can be used to produce a variety of N-aryl heteroarenes, including pyrroles, indoles, carbazoles and phenoxazines, using benzoic acid derivatives as arylating reagents. Arylnickelamide intermediates that are relevant to the catalytic reaction were characterized by X-ray crystallography. When N-acylated benzimidazoles are used as substrates, decarbonylation accompanied 1,2-migration to form 2-arylated benzimidazoles.

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