Access and modulation of substituted 1-methyl-1,6-dihydropyrazolo[3,4-c]pyrazoles

Despite the pharmacological potential of the pyrazolo[3,4-c]pyrazoles, only a few methods of preparation and direct functionalization of this moiety have been described. We report herein a convenient design of new pyrazolo[3,4-c]pyrazoles with a high therapeutic impact. The effective chosen strategy...

Descripción completa

Detalles Bibliográficos
Autores principales: Ostache, Nicu-Cosmin, Hiebel, Marie-Aude, Fînaru, Adriana-Luminiţa, Allouchi, Hassan, Guillaumet, Gérald, Suzenet, Franck
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695482/
https://www.ncbi.nlm.nih.gov/pubmed/35423466
http://dx.doi.org/10.1039/d1ra00314c
Descripción
Sumario:Despite the pharmacological potential of the pyrazolo[3,4-c]pyrazoles, only a few methods of preparation and direct functionalization of this moiety have been described. We report herein a convenient design of new pyrazolo[3,4-c]pyrazoles with a high therapeutic impact. The effective chosen strategy consists of hydrazine condensations and C–N Ullmann-type cross-coupling reactions with microwave activation. Moreover, chemoselective bromination of the newly formed bipyrazoles followed by Suzuki–Miyaura cross-coupling reactions allowed the synthesis of a variety of modulated heterobicycles.

Ejemplares similares