Browsing by Subject "N-haloimides"

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    Synthesis of Imide and Amine Derivatives via Deoxyamination of Alcohols Using N-Haloimides and Triphenylphosphine
    (Wiley, 2021) Irving, Charles D.; Floreancig, Jack T.; Gasonoo, Makafui; Kelley, Alexandra S.; Laulhé, Sébastien; Chemistry and Chemical Biology, School of Science
    A deoxyamination methodology of activated and unactivated alcohols is presented. The reaction is mediated by phosphonium intermediates generated in situ from N-haloimides and triphenylphosphine. The protocol allows for the synthesis of phthalimide and amine derivatives in moderate to good yields at room temperature. A series of NMR experiments have provided insight into the reactive intermediates involved and the mechanism of this deoxyamination reaction.