Stereoselective synthesis of 9-vinyl substituted unsymmetrical xanthenes and thioxanthenes
[Display omitted] •E-selective 9-vinyl novel unsymmetrical xanthene/thioxanthene synthesis.•Novel quinoline fused xanthene synthesis.•Lewis acid catalyzed cyclization of π-activated allylic alcohols.•High yielding reactions. Activated 2°-allylic alcohols derived from 2-aryloxybenzaldehydes and 2-(ar...
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Veröffentlicht in: | Tetrahedron letters 2020-09, Vol.61 (37), p.152347, Article 152347 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | [Display omitted]
•E-selective 9-vinyl novel unsymmetrical xanthene/thioxanthene synthesis.•Novel quinoline fused xanthene synthesis.•Lewis acid catalyzed cyclization of π-activated allylic alcohols.•High yielding reactions.
Activated 2°-allylic alcohols derived from 2-aryloxybenzaldehydes and 2-(arythio)benzaldehydes undergo intramolecular Friedel-Crafts alkylation reaction when heated with catalytic amount of a Lewis acid in 1,2-dichloroethane to provide highly E-selective 9-vinyl substituted unsymmetrical novel xanthenes and thioxanthenes in good yields. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2020.152347 |