First synthesis of beta-keto sulfoxides by a palladium-catalyzed carbonylative Suzuki reaction.
[reaction: see text] An unprecedented palladium-catalyzed three-component cross-coupling reaction between alpha-bromo sulfoxide, carbon monoxide, and aromatic boronic acids provides a new and efficient approach to the synthesis of beta-ketosulfoxides. The reaction takes place under mild conditions with a wide range of variously substituted aryl and heteroaryl boronic acids. The carbonylative cross-coupling reaction is strongly favored over competing direct cross-coupling and homocoupling processes, except with boronic acids carrying strong electron-withdrawing substituents.
Medio-Simón
Mercedes
M
Departamento de Química Orgánica, Universidad de Valencia, Avda Vicent Andres Estelles s/n, 46100 Burjassot, Spain.
Mollar
Cristian
C
Rodríguez
Nuria
N
Asensio
Gregorio
G