Solvent/Ligand-Controlled Switchable C3 or C7 C–H Arylations of 1-Methyl-4-nitro-1H-indazole

Author:

El Kazzouli Saïd1,Boujdi Khalid123,El Brahmi Nabil1,Collet Sylvain2,Dubreuil Didier2,Mathé-Allainmat Monique2,Akssira Mohamed3,Guillaumet Gérald14,Lebreton Jacques2

Affiliation:

1. Euromed Research Center, Euromed Faculty of Pharmacy, Euromed University of Fes (UEMF)

2. CEISAM Laboratory, UMR-CNRS 6230, University of Nantes, Faculty of Sciences and Technologies

3. Faculty of Sciences and Technologies Mohammedia, University Hassan 2, URAC 22 FSTM University Hassan II – Casablanca, BP 146

4. Institute of Organic and Analytical Chemistry, University of Orleans, UMR CNRS

Abstract

AbstractA new solvent/ligand-controlled switchable C–H arylation of 1-methyl-4-nitro-1H-indazole catalyzed by Pd(OAc)2 was achieved. A bidentate ligand in DMA promoted the activation at C7 position, while a phosphine ligand in H2O oriented the arylation at C3 position. The C3 and C7 arylation products were obtained in moderate to good yields and with high regioselectivity.

Funder

Centre National pour la Recherche Scientifique et Technique

Université de Nantes

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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