1384450-91-2Relevant academic research and scientific papers
Ruthenium(II)-catalyzed sp3 C-H bond arylation of benzylic amines using aryl halides
Dastbaravardeh, Navid,Schnuerch, Michael,Mihovilovic, Marko D.
supporting information; experimental part, p. 3792 - 3795 (2012/08/28)
A ruthenium(II)-catalyzed protocol for the direct arylation of benzylic amines was developed. Employing 3-substituted pyridines as directing groups, arylation was achieved using aryl bromides or aryl iodides as the aryl source. Potassium pivalate proved to be an important additive in this transformation. The arylation took place selectively in the benzylic sp3 position, and no significant competitive sp2 arylation was observed. Arylated imines were observed as byproducts in minor amounts. Additionally, reaction conditions for cleaving the pyridine group were established, enabling access to bis-arylated methylamines.
Ruthenium(0)-catalyzed sp3 C-H bond arylation of benzylic amines using arylboronates
Dastbaravardeh, Navid,Schnuerch, Michael,Mihovilovic, Marko D.
, p. 1930 - 1933 (2012/05/31)
A Ru-catalyzed direct arylation of benzylic sp3 carbons of acyclic amines with arylboronates is reported. This highly regioselective and efficient transformation can be performed with various combinations of N-(2-pyridyl) substituted benzylamines and arylboronates. Substitution of the pyridine directing group in the 3-position proved to be crucial in order to achieve high arylation yields. Furthermore, the pyridine directing group can be removed in high yields via a two-step protocol.
