A facile stereoselective synthesis of 1,3-dienyl sulfones via Stille coupling reactions of (E)-α-stannylvinyl sulfones with alkenyl iodides

Palladium-catalyzed hydrostannylation of acetylenic sulfones 1 in benzene at room temperature gives stereoselectively (E)-α-stannylvinyl sulfones 2 in good yields. (E)-α-Stannylvinyl sulfones 2 are new difunctional group reagents which undergo Stille coupling reactions with alkenyl iodides 3 to afford stereoselectively 1,3-dienyl sulfones 4 in high yields.

Graphical abstractPalladium-catalyzed hydrostannylation of acetylenic sulfones in benzene at room temperature gives stereoselectively (E)-α-stannylvinyl sulfones in good yields. (E)-α-Stannylvinyl sulfones are new difunctional group reagents which undergo Stille coupling reactions with alkenyl iodides to afford stereoselectively 1,3-dienyl sulfones in high yields.Figure optionsDownload full-size imageDownload as PowerPoint slide