Palladium-Catalyzed [3+2] Cycloaddition of 4-Vinyl-4-butyrolactones with Ketenes Generated in Situ from Acyl Chlorides: A Method for the Synthesis of Dihydrofurans

In this paper, palladium-catalyzed [3 + 2] cycloaddition of 4-vinyl-4-butyrolactones with ketenes generated from easily available acyl chlorides was achieved. With Pd-2(dba)(3)center dot CHCl3/XantPhos as the catalyst, the reaction proceeded smoothly under mild reaction conditions, affording a series of 2,3-dihydrofurans in moderate to high yields. The scale-up reaction and further transformations of the products are demonstrated, and a plausible mechanism is proposed as well.