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Chemoselective Synthesis of Amines from Ammonium Hydroxide and Hydroxylamine in Continuous Flow
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-10-24 00:00:00 , DOI: 10.1021/acs.joc.8b02387
Clément Audubert 1 , Alexanne Bouchard 1 , Gary Mathieu 1 , Hélène Lebel 1
Affiliation  

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.

中文翻译:

连续流动中由氢氧化铵和羟胺化学选择性合成胺的方法

连续流动实现烷基溴和氯化物与氨水和羟胺的化学选择性胺化,以高收率生产伯铵盐和羟胺。设计了在线后处理以分离相应的伯胺,该伯胺也可通过进一步反应进行缩合,例如酰化和Paal-Knorr吡咯合成。单取代的环氧化物也与反应条件相容。
更新日期:2018-10-24
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