The facile dearomatization of nitroaromatic compounds using lithium enolates of unsaturated ketones in conjugate additions and (4+2) formal cycloadditions

Abstract : The dearomatization of conventional nitroarenes by lithiated enolates derived from methyl vinyl ketones easily takes place, following a formal (4+2) cycloaddition process. While nitroindoles react readily with in situ generated conjugated enolates, the deaggregation of these latter species using HMPA extends the reaction scope to the more aromatic nitronaphthalenes and pyridines.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02156509
Contributeur : Madeleine Roux-Merlin <>
Soumis le : vendredi 14 juin 2019 - 14:07:08
Dernière modification le : mercredi 6 novembre 2019 - 14:38:03

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Karine Pasturaud, Batoul Rkein, Morgane Sanselme, Muriel Sebban, Sami Lakhdar, et al.. The facile dearomatization of nitroaromatic compounds using lithium enolates of unsaturated ketones in conjugate additions and (4+2) formal cycloadditions. Chemical Communications, Royal Society of Chemistry, 2019, ⟨10.1039/C9CC02924A⟩. ⟨hal-02156509⟩

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