Iron-Mediated Domino Interrupted Iso-Nazarov/Dearomative (3 + 2)-Cycloaddition of Electrophilic Indoles - Archive ouverte HAL Access content directly
Journal Articles Organic Letters Year : 2016

Iron-Mediated Domino Interrupted Iso-Nazarov/Dearomative (3 + 2)-Cycloaddition of Electrophilic Indoles

Abstract

An efficient domino reaction combining different classes of pericyclic reactions leads to chiral complex polycyclic indoline-based architectures from achiral starting materials under mild conditions. This practical method is based on the ability of iron(III) chloride to promote both 4π electrocyclizations of 2,4-dienals and the C2–C3 umpolung of N-acetylindoles during the dearomative (3 + 2) cycloadditions.
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hal-02046225 , version 1 (22-02-2019)

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A.-S. Marques, V. Coeffard, Isabelle Chataigner, G. Vincent, X. Moreau. Iron-Mediated Domino Interrupted Iso-Nazarov/Dearomative (3 + 2)-Cycloaddition of Electrophilic Indoles. Organic Letters, 2016, 18 (20), pp.5296-5299. ⟨10.1021/acs.orglett.6b02613⟩. ⟨hal-02046225⟩
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