Synthesis of heteroarenes dyads from heteroarenes and heteroarylsulfonyl chlorides via Pd-catalyzed desulfitative C-H bond heteroarylations

Besma Saoudi (1, 2) , Adbelmadjid Debache (1) , Jean-François Soulé (2) , Henri Doucet (2)

1 UMC - Université Frères Mentouri – Constantine 1 = Constantine 1 – Frères Mentouri University
2 ISCR - Institut des Sciences Chimiques de Rennes

We report herein on the palladium-catalyzed direct heteroarylation of heteroarenes (e.g., pyrroles, furans, and thiophenes) in which heteroarylsulfonyl chlorides are used as coupling partners through a desulfitative cross-coupling. These C-H bond functionalizations occurred at the α-position in the case of pyrrole and furan derivs., while in the case of thiophenes the C-H bonds at the β-position have been heteroarylated. This methodol. represents a very simple route to heteroaryl dyads. Moreover, some examples of heteroaryl triads have been synthesized via iterative C-H bond arylations.

Domaines: Chimie

Besma Saoudi, Adbelmadjid Debache, Jean-François Soulé, Henri Doucet. Synthesis of heteroarenes dyads from heteroarenes and heteroarylsulfonyl chlorides via Pd-catalyzed desulfitative C-H bond heteroarylations. RSC Advances, 2015, 5 (80), pp.65175-65183. ⟨10.1039/C5RA07762A⟩. ⟨hal-01188230⟩