Palladium‐Catalyzed Regioselective C−H Arylation of 4‐Azaindazole at C3, C5 and C7 Positions. Issue 16 (19th March 2021)

• Record Type: Journal Article
• Authors: Faarasse, Soukaina; El Kazzouli, Saïd; Bourzikat, Otmane; Bourg, Stéphane; Aci‐Sèche, Samia; Bonnet, Pascal; Suzenet, Franck; Guillaumet, Gérald
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 16(2021)
• Page Start: 3937
• Page End: 3945
• Publication Date: 2021-03-19
• Subjects: pyrazolo[4, 3-b]pyridine N-oxide -- 4-azindazole -- direct arylation -- C−H activation -- catalyst; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202001421
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Direct and site‐selective C5 and C7 palladium‐catalyzed 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 compounds development. Abstract :