The
chemoselective amination of alkyl bromides and chlorides with
aqueous ammonia and hydroxylamine was achieved in continuous flow
to produce primary ammonium salts and hydroxylamines in high yields.
An in-line workup was designed to isolate the corresponding primary
amine, which was also telescoped in further reactions, such as acylation
and Paal–Knorr pyrrole synthesis. Monosubstituted epoxides
are also compatible with the reaction conditions.
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