Stille coupling approaches for the synthesis of 8-aryl guanines

The reaction of 8-bromoguanines with aryl and hetaryl stannanes in the presence of a palladium catalyst leads to the formation of the corresponding 8-aryl(hetaryl)guanines. It was found that the addition of triphenylarsine or triphenylbismuth strongly reduces the reaction time and increases product yields.

Graphical abstractReaction of 8-bromoguanines with aryl or hetaryl stannanes in the presence of a palladium catalyst and triphenylarsine or triphenylbismuth ligands leads to the formation of the corresponding 8-aryl(hetaryl)guanines in excellent yields.Figure optionsDownload full-size imageDownload as PowerPoint slide