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Antiaromaticity Gain Activates Tropone and Nonbenzenoid Aromatics as Normal-Electron-Demand Diels–Alder Dienes

We propose a carbonyl umpolung strategy for activating tropone as a normal-electron-demand Diels–Alder diene. Tropone has low reactivity for Diels–Alder reactions because of its [4n+2] π-aromaticity. Conversion of the carbonyl group into a hydrazone ion (=N–NR(−)) reverses the polarity of the exocyc...

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Détails bibliographiques
Publié dans:Org Lett
Auteurs principaux: Karas, Lucas J., Campbell, Adam T., Alabugin, Igor V., Wu, Judy I.
Format: Artigo
Langue:Inglês
Publié: 2020
Sujets:
Accès en ligne:https://ncbi.nlm.nih.gov/pmc/articles/PMC8124018/
https://ncbi.nlm.nih.gov/pubmed/32856925
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/acs.orglett.0c02343
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