C4-Alkylamination of C4-Halo-1H-1-tritylpyrazoles Using Pd(dba)(2) or CuI

Alkylamino coupling reactions at the C4 positions of 4-halo-1H-1-tritylpyrazoles were investigated using palladium or copper catalysts. The Pd(dba)(2) catalyzed C-N coupling reaction of aryl- or alkylamines, lacking a β-hydrogen atom, proceeded smoothly using (t)BuDavePhos as a ligand. As a substrat...

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Detalles Bibliográficos
Autores principales: Usami, Yoshihide, Tatsui, Yuya, Yoneyama, Hiroki, Harusawa, Shinya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7594063/
https://www.ncbi.nlm.nih.gov/pubmed/33053697
http://dx.doi.org/10.3390/molecules25204634
Descripción
Sumario:Alkylamino coupling reactions at the C4 positions of 4-halo-1H-1-tritylpyrazoles were investigated using palladium or copper catalysts. The Pd(dba)(2) catalyzed C-N coupling reaction of aryl- or alkylamines, lacking a β-hydrogen atom, proceeded smoothly using (t)BuDavePhos as a ligand. As a substrate, 4-Bromo-1-tritylpyrazole was more effective than 4-iodo or chloro-1-tritylpyrazoles. Meanwhile, the CuI mediated C-N coupling reactions of 4-iodo-1H-1-tritylpyrazole were effective for alkylamines possessing a β-hydrogen atom.

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