Synthesis of secondary amines via N-(benzoyloxy)amines and organoboranes
Abbreviated Journal Title
J. Org. Chem.
CONVENIENT SYNTHESIS; AMINATION; TRIALKYLBORANES; DIALKYLAMINES; Chemistry, Organic
A variety of primary amines (R-NH2) were converted to their corresponding N-(benzoyloxy)amines (i.e., R-NHOCOPh) under biphasic conditions in excellent yields (63-90%). The intermediate N-(benzoyloxy)amines were converted to their N-ethylamine derivatives upon reaction with triethylborane in THF in good yield (54-89%). These experiments demonstrated the similar chemistry of N-chloro- and N-(benzoyloxy)amines with organoboranes.
Journal of Organic Chemistry
"Synthesis of secondary amines via N-(benzoyloxy)amines and organoboranes" (1999). Faculty Bibliography 1990s. 2789.