PALLADIUM-CATALYZED AMINATION OF ARYL TRIFLATES AND IMPORTANCE OF TRIFLATE ADDITION RATE

We report that a combination of DPPF (1,1-bis(diphenylphosphino)ferroc ene) and Pd(dba)(2) leads to the amination of aryl triflates, a reacti on that allows for the conversion of phenols to arylamines. A combinat ion of BINAP and Pd(dba)(2) also catalyzes the amination of aryl trifl ates, but P(o-tolyl)(3) complexes were not effective catalysts. In som e cases, slow addition of the aryl triflate was necessary to prevent c leavage of the triflate and generation of phenol. We found that added halide, necessary in some cross-coupling chemistry of aryl sulfonates, was an unnecessary additive and even inhibited the amination chemistr y.