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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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Detalles Bibliográficos
Publicado en:Org Lett
Main Authors: Karas, Lucas J., Campbell, Adam T., Alabugin, Igor V., Wu, Judy I.
Formato: Artigo
Idioma:Inglês
Publicado: 2020
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Acceso en liña: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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