Reactivity of 3-Bromofuran in Pd-Catalyzed C–H Bond Arylation toward the Synthesis of 2,3,5-Triarylfurans

Abstract

Arylation of the C–H bond at the C2 position of 3-bromo­furan is achieved using aryl bromides as coupling partners in the presence of phosphine-free Pd(OAc)₂/KOAc in DMA. This procedure gives C2,C5-di- and even C2,C4,C5-triarylated 3-bromofuran derivatives when larger amounts of aryl bromides are employed. In addition, C2,C3,C5-triarylated furans—containing three different aryl groups—are synthesized via a C2–H bond arylation/Suzuki reaction/C5–H bond aryl­ation sequence.

Key words

palladium - furans - C–H bond arylation - aryl bromides

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