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A palladium-catalyzed tandem carbocyclization–Suzuki coupling is described leading to the synthesis of trifluoromethyl-containing indenes in moderate to good yields. The reactions take place in the presence of palladium(II) acetate, a phosphorus-containing­ ligand [dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine] and potassium carbonate in toluene as the solvent. The process occurs via intramolecular carbocyclization and subsequent Suzuki coupling of the ortho -(2-chlorovinyl)-alkynylbenzenes with arylboronic acids.

synthesis

Palladium-Catalyzed Tandem Carbocyclization–Suzuki Coupling Reactions of Trifluoromethyl-Containing Building Blocks Leading to 2-Trifluoromethyl­indenes

Palladium-Catalyzed Tandem Carbocyclization–Suzuki Coupling Reactions of Trifluoromethyl-Containing Building Blocks Leading to 2-Trifluoromethyl­indenes

Palladium-Catalyzed Tandem Carbocyclization–Suzuki Coupling Reactions of Trifluoromethyl-Containing Building Blocks Leading to 2-Trifluoromethylindenes