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- Title
Photoassisted Synthesis of Complex Molecular Architectures: Dearomatization of Benzenoid Arenes with Aza- o-xylylenes via an Unprecedented [2+4] Reaction Topology.
- Authors
Kuznetsov, Dmitry M.; Mukhina, Olga A.; Kutateladze, Andrei G.
- Abstract
A new method was developed for the photoinduced dearomatization of arenes through an intramolecular cycloaddition with aza- o-xylylenes generated by excited-state intramolecular proton transfer (ESIPT) in the readily available photoprecursors. The [2+4] topology of this cycloaddition is unprecedented for photo-dearomatizations of benzenoid aromatic carbocycles. It provides rapid access to novel heterocycles, cyclohexadieno-oxazolidino-quinolinols, as valuable synthons for a broad range of post-photochemical transformations.
- Subjects
AROMATIC compound synthesis; PHOTOCHEMISTRY; BENZENE compound synthesis; INTRAMOLECULAR proton transfer reactions; NATURAL products; XYLYLENE; SUBSTITUENTS (Chemistry)
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 24, p7102
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201602288