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Ru-catalyzed synthesis of substituted phthalides through C–H bond activation and functionalization

[Display omitted] •Synthesis of phthalides using phthalic anhydride derivatives for the first time.•The structure of a desired product was admitted by X-ray crystallography.•Mechanism includes CH bond activation, vinylation, decarboxylation and annulation.•A number of corresponding phthalides were o...

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Bibliographic Details
Published in:Tetrahedron letters 2019-03, Vol.60 (10), p.699-702
Main Authors: Kianmehr, Ebrahim, Fardpour, Maryam, Darvish, Ali, Kharat, Ali Nemati, Weng Ng, Seik
Format: Article
Language:English
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Summary:[Display omitted] •Synthesis of phthalides using phthalic anhydride derivatives for the first time.•The structure of a desired product was admitted by X-ray crystallography.•Mechanism includes CH bond activation, vinylation, decarboxylation and annulation.•A number of corresponding phthalides were obtained in good yields. Synthesis of substituted phthalides through a ruthenium-catalyzed reaction of phthalic anhydrides with acrylates is described. The reaction proceeds via CH bond activation and leads to the formation of vinylated phthalides through a successive double vinylation accompanied by decarboxylation and annulation reactions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.12.005