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

    Authors

    O. Phanstiel; Q. X. Wang; D. H. Powell; M. P. Ospina;B. A. Leeson

    Comments

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    Abbreviated Journal Title

    J. Org. Chem.

    Keywords

    CONVENIENT SYNTHESIS; AMINATION; TRIALKYLBORANES; DIALKYLAMINES; Chemistry, Organic

    Abstract

    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 Title

    Journal of Organic Chemistry

    Volume

    64

    Issue/Number

    3

    Publication Date

    1-1-1999

    Document Type

    Article

    Language

    English

    First Page

    803

    Last Page

    806

    WOS Identifier

    WOS:000078548200026

    ISSN

    0022-3263

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