“On Water” Palladium Catalyzed Direct Arylation of 1<i>H</i>-Indazole and 1<i>H</i>-7-Azaindazole
Khadija Gambouz,
Abdelmoula El Abbouchi,
Sarah Nassiri,
Franck Suzenet,
Mostapha Bousmina,
Mohamed Akssira,
Gérald Guillaumet,
Saïd El Kazzouli
Affiliations
Khadija Gambouz
Faculty of Sciences and Technologies Mohammedia, University Hassan 2, URAC 22 FSTM University Hassan II—Casablanca, BP 146, Mohammedia 28800, Morocco
Abdelmoula El Abbouchi
Institut de Chimie Organique et Analytique, University of Orléans, UMR CNRS 7311, BP 6759, CEDEX 2, 54067 Orléans, France
Sarah Nassiri
Institut de Chimie Organique et Analytique, University of Orléans, UMR CNRS 7311, BP 6759, CEDEX 2, 54067 Orléans, France
Franck Suzenet
Institut de Chimie Organique et Analytique, University of Orléans, UMR CNRS 7311, BP 6759, CEDEX 2, 54067 Orléans, France
Mostapha Bousmina
Euromed Research Center, Euromed Institute of Technology, Euromed University of Fes (UEMF), Route de Meknès, Rond-point de Bensouda, Fes 30000, Morocco
Mohamed Akssira
Faculty of Sciences and Technologies Mohammedia, University Hassan 2, URAC 22 FSTM University Hassan II—Casablanca, BP 146, Mohammedia 28800, Morocco
Gérald Guillaumet
Institut de Chimie Organique et Analytique, University of Orléans, UMR CNRS 7311, BP 6759, CEDEX 2, 54067 Orléans, France
Saïd El Kazzouli
Euromed Research Center, Euromed Institute of Technology, Euromed University of Fes (UEMF), Route de Meknès, Rond-point de Bensouda, Fes 30000, Morocco
The C3 direct arylation of 1H-indazole and 1H-7-azaindazole has been a significant challenge due to the lack of the reactivity at this position. In this paper, we describe a mild and an efficient synthesis of new series of C3-aryled 1H-indazoles and C3-aryled 1H-7-azaindazoles via a C3 direct arylation using water as solvent. On water, PPh3 was effective as a ligand along with a lower charge of the catalyst Pd(OAc)2 (5 mol%) at 100 °C, leading to C3-aryled 1H-indazoles or C3-aryled 1H-7-azaindazoles in moderate to good yields.
