Aminohalogenation of maleimides with alkylamines and XCH2CH2X (X = Cl, Br)

01 natural sciences 0104 chemical sciences
DOI: 10.1002/aoc.7046 Publication Date: 2023-02-07T05:57:04Z
ABSTRACT
The nucleophilic substitution of organohalides with alkylamines is one of the most heralded reactions in synthetic chemistry. However, the resulting halide anions are often wasted in routine workup experiments and not fully utilized. Herein, we report a halogen recycling strategy for radical aminohalogenation of maleimides with XCH2CH2X (X = Cl, Br) and alkylamines with excellent functional group compatibility. The strategy's excellent generality is demonstrated by 38 aminohalogenated products, twofold aminochlorination, and late‐stage vinylchlorination of nortriptyline.
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