ArticleAngewandte Chemie (International ed. in English)2015
Amino Azaxylylenes Photogenerated from o-Amido Imines: Photoassisted Access to Complex Spiro-Poly-Heterocycles.
Article in Angewandte Chemie (International ed. in English), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Ultrafast Formation of Aza-Quinone Methides from Suitably SubstitutedJournal of the American Chemical Society · 2026Article
- Article
- Synthesis of Functionalized Tetrahydroquinoline Containing Indole Scaffold via Chemoselective Annulation of Aza-ACS omega · 2023Article
- Asymmetric total synthesis of (+)-xestoquinone and (+)-adociaquinones A and B.Chemical science · 2021Article
- Photoinitiated Cascade for Rapid Access to Pyrroloquinazolinone Core of Vasicinone, Luotonins, and Related Alkaloids.Organic letters · 2019Article
- Ti(Oi-Pr)Nature communications · 2017Article
- Photoassisted access to complex polyheterocycles containing a β-lactam moiety.Journal of photochemistry and photobiology. A, Chemistry · 2016Article
- Photoassisted Synthesis of Complex Molecular Architectures: Dearomatization of Benzenoid Arenes with Aza-o-xylylenes via an Unprecedented [2+4] Reaction Topology.Angewandte Chemie (International ed. in English) · 2016Article
- Oxazolines as Dual-Function Traceless Chromophores and Chiral Auxiliaries: Enantioselective Photoassisted Synthesis of Polyheterocyclic Ketones.Journal of the American Chemical Society · 2016Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Upon irradiation, cyclic imines containing o-amido groups are shown to produce reactive intermediates, amino azaxylylenes, which undergo intramolecular cycloadditions to tethered unsaturated pendants to yield complex N,O-heterocycles having an additional spiro-connected nitrogen heterocyclic moiety. Modular assembly of the photoprecursors allows expeditious increase of the complexity of the target poly-heterocyclic scaffolds with a minimal number of experimentally simple reaction steps. The photocyclization and subsequent postphotochemical transformations are accompanied by an increase of Lovering's fsp3 factor, thus producing unprecedented three-dimensional molecular architectures, and offering extended sampling of chemical space.
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Registered trials
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