Solvent/Ligand-Controlled Switchable C3 or C7 C–H Arylations of 1-Methyl-4-nitro-1H-indazole-Reference-Cited by-同舟云学术

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

Published:2022-07-04 Issue:21 Volume:54 Page:4834-4842
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

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

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1891-0797.pdf

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