Synthesis of secondary amines via N-(benzoyloxy) amines and organoboranes

O Phanstiel IV, QX Wang, DH Powell…

Index: Phanstiel IV; Wang; Powell; Ospina; Leeson Journal of Organic Chemistry, 1999 , vol. 64, # 3 p. 803 - 806

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Citation Number: 38

Abstract

A variety of primary amines (R-NH2) were converted to their corresponding N-(benzoyloxy) amines (ie, 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 ...