Abstract

AbstractA binuclear fused 5‐membered palladacycle (2) and a palladium complex of amido‐functionalized N‐heterocyclic carbene (6) successfully performed the Csp2−Csp type Hiyama coupling followed by cyclization giving the biologically important benzofuran compounds in a convenient time economic method involving one‐pot tandem reaction between 2‐iodophenol and triethoxysilylalkynes. The aromatic triethoxysilylalkyne substrates exhibited higher yields than the aliphatic triethoxysilylalkyne substrates for both of the palladium complexes 2 (ca. 19−48%) and 6 (ca. 11−34%). The binuclear fused 5‐membered palladacycle (2) was readily synthesized by the nucleophilic addition of 2‐amino‐pyridine on the cis‐{(2,4,6‐(CH3)3C6H2)NC}2PdCl2 in good yield (ca. 74%) and the palladium complex of amido‐functionalized N‐heterocyclic carbene (6) was synthesized by transmetallation route from the silver complex (5) with (COD)PdCl2 in CH3CN under reflux condition in ca. 38% of yield.

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