Journal of the American Chemical Society, Vol.132, No.29, 9982-9983, 2010
Rh Catalyzed Olefination and Vinylation of Unactivated Acetanilides
In the catalyzed oxidative olefination of acetanilides (oxidative-Heck coupling), Rh offers great advantages over more common Pd catalysts. Lower catalyst loadings, large functional group tolerance (in particular to halides), and higher reactivity of electron-neutral olefins (styrenes) are some of the attractive features. Most interestingly, even ethylene reacts to yield the corresponding acetanilido-styrene. Moreover, the Cu-II oxidant can also be utilized in catalytic amounts with air serving as the terminal oxidant.