Synthesis of medium-sized heterocycles from oxetanes based on an allylic amination/ring-opening strategy
Literature Information
Publication Date
2023-11-15
DOI
10.1039/D3CC04355J
Impact Factor
6.222
Authors
Jixing Li, Ming Fang, Maoyan Liao, Hongling Xie, Xiu-Qin Dong, Jianwei Sun, Hai Huang
View Original
Abstract
The construction of medium-sized ring compounds has been a prominent research area in synthetic chemistry. In this study, we developed a tandem strategy that combines allylic amination and ring-opening of oxetanes to synthesize medium-sized heterocycles. Specifically, N-aryl oxetan-3-amines undergo allylic amination with zwitterionic π-allylpalladium, followed by intramolecular ring-opening, resulting in the formation of medium-sized heterocycles. Notably, we are able to achieve the synthesis of 7–8 membered heterocycles with moderate to good yields by employing different types of zwitterionic π-allylpalladium species.
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Source Journal
Chemical Communications
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8.6
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Recommended Compounds
![(2R,6S)-6-[(Benzyloxy)methyl]-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-morpholinecarboxylic acid structure](https://static.chemtradehub.com/structs/109/1093085-91-6-3382.webp "(2R,6S)-6-[(Benzyloxy)methyl]-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-morpholinecarboxylic acid structure")
(2R,6S)-6-[(Benzyloxy)methyl]-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-morpholinecarboxylic acid
CAS Number:
1093085-91-6
Molecular Formula:
C18H25NO6
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