Oxime–Palladacycle‐Catalyzed Suzuki–Miyaura Arylation and Alkenylation of Aryl Imidazolesulfonates under Aqueous and Phosphane‐Free Conditions

Aryl and hetaroaryl imidazole‐1‐sulfonates are efficiently arylated and alkenylated with aryl‐ and alkenylboronic acids and potassium trifluoroborates by using 0.5 mol‐% palladacycles 1 or Pd(OAc)2 at 110 °C under aqueous and phosphane‐free conditions. Reactions can be performed by using conventional or microwave heating, leading to biaryls, stilbenes, and alkenylarenes in good to high yields, and high regio‐ and diastereoselectivities. The optimized methodology allows in situ phenol sulfonylation and one‐pot Suzuki arylation or alkenylation as well as orthogonal functionalization of halogen‐containing aryl imidazolesulfonates.