Palladium-catalyzed cross-coupling of (hetero)aryl or alkenyl sulfonates with aryl titanium as the multi-functional reagent

Abstract

The first palladium-catalyzed cross-coupling reaction of aryl/heteroaryl and alkenyl mesylates and tosylates with aryl titanium as the multi-functional reagent is reported. Using the catalyst system of Pd(OAc)2 associated with the new NMe2-CM-Phos (L14), a broad range of electron-rich, electron-neutral, electron-deficient, and sterically hindered aryl/heteroaryl and alkenyl mesylates and tosylates are well coupled with aryl titanium reagents to give the corresponding products in good to excellent yields. The catalyst loading down to 0.2 mol% Pd and the reaction time shortening to 10 min can be achieved. The reaction can be easily scaled up to the gram scale without diminishing the product yield.