Room Temperature Nickel(0)‐Catalyzed Suzuki–Miyaura Cross‐Couplings of Activated Alkenyl Tosylates: Efficient Synthesis of 4‐Substituted Coumarins and 4‐Substituted 2(5H)‐ Furanones

Abstract

AbstractRoom temperature nickel(0)/tricyclohexylphosphine [Ni(0)/PCy3]‐catalyzed Suzuki–Miyaura cross‐couplings of 4‐(p‐toluenesulfonyloxy)coumarins and 4‐(p‐toluenesulfonyloxy)‐2(5H)‐furanone with arylboronic acids are described in this communcation. Our study shows that activated alkenyl tosylates possess higher activities than aryl tosylates in the Suzuki–Miyaura cross‐couplings. The mild reaction conditions and the high efficiency of the Ni(0)/PCy3 catalyst make it very useful in the synthesis of 4‐substituted coumarins and 4‐substituted 2(5H)‐furanones, two families of biologically important molecules.