ArticleAdvanced science (Weinheim, Baden-Wurttemberg, Germany)2023
Diversity-Oriented Catalytic Asymmetric Dearomatization of Indoles with o-Quinone Diimides.
Article in Advanced science (Weinheim, Baden-Wurttemberg, Germany), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Catalytic Asymmetric Dearomative Cyclizations of Indolyldimethanols via Umpolung Strategy.JACS Au · 2026Article
- Organocatalytic asymmetric synthesis of Tröger's bases.Nature communications · 2025Article
- Intermolecular Asymmetric Arylative Dearomatization of 1-Naphthols.Journal of the American Chemical Society · 2024Article
- Recent Advances in the Domino Annulation Reaction of Quinone Imines.Molecules (Basel, Switzerland) · 2024Review
- Diversity-Oriented Catalytic Asymmetric Dearomatization of Indoles with o-Quinone Diimides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2023Article
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9 authors.
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Abstract
Herein, the first diversity-oriented catalytic asymmetric dearomatization of indoles with o-quinone diimides (o-QDIs) is reported. The catalytic asymmetric dearomatization (CADA) of indoles is one of the research focuses in terms of the structural and biological importance of dearomatized indole derivatives. Although great achievements have been made in target-oriented CADA reactions, diversity-oriented CADA reactions are regarded as more challenging and remain elusive due to the lack of synthons featuring multiple reaction sites and the difficulty in precise control of chemo-, regio-, and enantio-selectivity. In this work, o-QDIs are employed as a versatile building block, enabling the chemo-divergent dearomative arylation and [4 + 2] cycloaddition reactions of indoles. Under the catalysis of chiral phosphoric acid and mild conditions, various indolenines, furoindolines/pyrroloindolines, and six-membered-ring fused indolines are collectively prepared in good yields with excellent enantioselectivities. This diversity-oriented synthesis protocol enriches the o-quinone chemistry and offers new opportunities for CADA reactions.
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