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.
Patureau
Frederic W
FW
Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.
Glorius
Frank
F
D000083:Acetanilides / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D007536:Isomerism; D012238:Rhodium / Q000737:chemistry*
D000083:Acetanilides; D000475:Alkenes; D012238:Rhodium; C508827:acetanilide