Synthesis of (Hetero)Aryl-Functionalized Azaindoline Derivatives by Palladium-Catalyzed Domino Heck Cyclization/Hiyama Cross-Coupling

A palladium-catalyzed domino Heck cyclization/Hiyama cross-coupling has been achieved for the synthesis of (hetero)aryl-functionalized azaindoline derivatives bearing all-carbon quaternary centers in 46-85% yields. The synthetic versatility of this protocol has been highlighted by the gram-scale synthesis and modification of aryl-containing complex bioactive molecules.

Automated summary

A palladium-catalyzed domino Heck cyclization/Hiyama cross-coupling has been successfully developed for the synthesis of (hetero)aryl-functionalized azaindoline derivatives bearing all-carbon quaternary centers in moderate to high yields. The synthetic versatility of this method is highlighted by its ability to perform gram-scale synthesis and modification of aryl-containing complex bioactive molecules.