Differentiation between enamines and tautomerizable imines in the oxidation reaction with TEMPO

Tautomerization of imines into enamines is the basis of their similar reactivity; however, minor structural changes may lead to different outcomes. Here, the authors show that the reaction of cyclohexanone and amines in presence of TEMPO affords either α-amino-enones or arylamines depending on the i...

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Bibliographic Details
Main Authors: Xiaoming Jie, Yaping Shang, Zhe-Ning Chen, Xiaofeng Zhang, Wei Zhuang, Weiping Su
Format: article
Language:EN
Published: Nature Portfolio 2018
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Online Access:https://doaj.org/article/c44bba21b32847a1bb2875d952ada440
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Summary:Tautomerization of imines into enamines is the basis of their similar reactivity; however, minor structural changes may lead to different outcomes. Here, the authors show that the reaction of cyclohexanone and amines in presence of TEMPO affords either α-amino-enones or arylamines depending on the intermediate imine structure.