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Synthesis of Succinimide Derivatives by NHC-Catalyzed Stetter Reaction of Aromatic Aldehydes with N-Substituted Itaconimides
ACS Omega ( IF 3.7 ) Pub Date : 2017-10-11 00:00:00 , DOI: 10.1021/acsomega.7b01213 Milind M. Ahire 1, 2 , Santosh B. Mhaske 1, 2
ACS Omega ( IF 3.7 ) Pub Date : 2017-10-11 00:00:00 , DOI: 10.1021/acsomega.7b01213 Milind M. Ahire 1, 2 , Santosh B. Mhaske 1, 2
Affiliation
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An N-heterocyclic carbene-catalyzed intermolecular Stetter reaction of aromatic aldehydes with N-substituted itaconimides has been developed. A delicate balance between the Stetter reaction and the competing isomerization of the itaconimide double bond has been achieved in this operationally simple reaction to afford valuable new succinimide derivatives containing 1,4 and 1,5 dicarbonyl scaffolds in good to excellent yields. The reaction tolerates variable substituents on both aldehydes and N-substituted itaconimides.
中文翻译：
NHC催化芳香醛与N取代的衣康二酰亚胺的Stetter反应合成琥珀酰亚胺衍生物
已经开发出N-杂环卡宾催化的芳族醛与N-取代的衣康酰亚胺的分子间Stetter反应。在该操作简单的反应中，已实现了Stetter反应与衣康酰亚胺双键的竞争异构化之间的微妙平衡，从而以高至优异的产率提供了含有1,4和1,5二羰基支架的有价值的新琥珀酰亚胺衍生物。该反应容许醛和N-取代的衣康酰亚胺上的可变取代基。
更新日期：2017-10-11
中文翻译：
NHC催化芳香醛与N取代的衣康二酰亚胺的Stetter反应合成琥珀酰亚胺衍生物
已经开发出N-杂环卡宾催化的芳族醛与N-取代的衣康酰亚胺的分子间Stetter反应。在该操作简单的反应中，已实现了Stetter反应与衣康酰亚胺双键的竞争异构化之间的微妙平衡，从而以高至优异的产率提供了含有1,4和1,5二羰基支架的有价值的新琥珀酰亚胺衍生物。该反应容许醛和N-取代的衣康酰亚胺上的可变取代基。
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