54521-26-5Relevant articles and documents
Reinvestigation of aminomethyltrifluoroborates and their application in suzuki-miyaura cross-coupling reactions
Raushel, Jessica,Sandrock, Deidre L.,Josyula, Kanth V.,Pakyz, Deborah,Molander, Gary A.
experimental part, p. 2762 - 2769 (2011/06/17)
A reinvestigation into the chemical composition of potassium aminomethyltrifluoroborates is reported. These trifluoroborato salts have been reassigned as zwitterionic ammoniomethyltrifluoroborates. Minor adjustments to the previously disclosed reaction conditions are reported that permit a similar level of activity as nucleophiles in Suzuki-Miyaura cross-coupling reactions.
Scope of aminomethylations via Suzuki-Miyaura cross-coupling of orsanotrifluoroborates
Molander, Gary A.,Gormisky, Paul E.,Sandrock, Deidre L.
, p. 2052 - 2057 (2008/09/19)
(Chemical Equation Presented) We previously reported the Suzuki-Miyaura reaction of N,N-dialkylaminomethyltrifluoroborates with aryl bromides. Herein, we report a further investigation of the scope and limitations of this palladium-catalyzed aminomethylation reaction. Aryl chlorides, iodides, and triflates coupled in good to excellent yields to give N,N-dialkylbenzylic amines. The aminomethylation of alkenyl bromides was also examined.