Journal of Organic Chemistry p. 14203 - 14209 (2018)
Update date:2022-07-29
Topics:
Audubert, Clément
Bouchard, Alexanne
Mathieu, Gary
Lebel, Hélène
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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