Scope and Limitations of the Palladium-Catalyzed Direct 1,2-Diheteroarylation of 1,2-Dihalobenzene Derivatives - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Synthesis: Journal of Synthetic Organic Chemistry Année : 2022

Scope and Limitations of the Palladium-Catalyzed Direct 1,2-Diheteroarylation of 1,2-Dihalobenzene Derivatives

Résumé

The reactivity of 1,2-dihalobenzenes in palladium-catalyzed C-H bond functionalization is more difficult to control than that of 1,3 and 1,4-dihalobenzenes because of a possible Pd 1,4-migration during the second catalytic cycle. With C3-substituted heteroarenes this 1,4-palladium migration is not possible and the reaction allows the synthesis of a wide variety of functionalized 1,2-heteroarylated benzene derivatives in high yields. Conversely, only a few heteroarenes with a free C3 position, such as thiazoles, furans and imidazoles, allow the preparation of 1,2-heteroarylated benzenes. Despite these limitations, this one-pot procedure employing an easily available catalyst [Pd(OAc)(2)] and an inexpensive base (KOAc) provides a very simple method for the preparation of several 1,2-heteroarylated benzenes.

Domaines

Chimie
Fichier non déposé

Dates et versions

hal-03969113 , version 1 (02-02-2023)

Identifiants

Citer

Linhao Liu, Henri Doucet. Scope and Limitations of the Palladium-Catalyzed Direct 1,2-Diheteroarylation of 1,2-Dihalobenzene Derivatives. Synthesis: Journal of Synthetic Organic Chemistry, 2022, ⟨10.1055/a-1981-3213⟩. ⟨hal-03969113⟩
16 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More