Palladium‐Catalyzed Regioselective C−H Arylation of 4‐Azaindazole at C3, C5 and C7 Positions
| Autor: | Franck Suzenet, Otmane Bourzikat, Saïd El Kazzouli, Gérald Guillaumet, Pascal Bonnet, Soukaina Faarasse, Stéphane Bourg, Samia Aci-Sèche |
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| Přispěvatelé: | Institut de Chimie Organique et Analytique (ICOA), Université d'Orléans (UO)-Centre National de la Recherche Scientifique (CNRS)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Institut de Chimie du CNRS (INC)-Institut National de la Santé et de la Recherche Médicale (INSERM), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université d'Orléans (UO)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), ACI-SÈCHE, Samia |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
4-azindazole
pyrazolo[4 pyrazolo[4-3-b]pyridineN-oxide chemistry.chemical_element 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis chemistry.chemical_compound directarylation C-H activation 010405 organic chemistry Ligand [CHIM.ORGA]Chemical Sciences/Organic chemistry catalystcatalyst Regioselectivity [CHIM.CATA] Chemical Sciences/Catalysis General Chemistry [CHIM.CATA]Chemical Sciences/Catalysis [CHIM.ORGA] Chemical Sciences/Organic chemistry Toluene 0104 chemical sciences chemistry 3-b]pyridineN-oxide Palladium catalyst Phosphine Palladium catalyst |
| Zdroj: | Advanced Synthesis and Catalysis Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2021, 363 (16), pp.3937-3945. ⟨10.1002/adsc.202001421⟩ Advanced Synthesis and Catalysis, 2021, 363 (16), pp.3937-3945. ⟨10.1002/adsc.202001421⟩ |
| ISSN: | 1615-4150 1615-4169 |
| Popis: | International audience; Direct and site-selective C5 and C7 palladiumcatalyzed C-H arylations of 4-azaindazole N-oxide have been achieved. A bidentate ligand and Pd(OAc)2 catalyst in toluene promoted the activation of C5 position, while a phosphine ligand and PdCl2 catalyst in DMA directed the arylation at C7 position. Using this new method, the synthesis of C5, C7-diarylated 4-azaindazole N-oxides as well as the C3, C5 C7 triarylated 4-azaindazoles was achieved towards future medicinal compound development. |
| Databáze: | OpenAIRE |
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