FeCl3-catalyzed Friedel-Crafts alkylation of 2-substituted furans with 2-nitrobenzhydrols

We have developed a FeCl3-catalyzed protocol for the Friedel-Crafts alkylation of 2-substituted furans with 2-nitrobenzhydrols. The described method allows for synthesizing 2-(2-nitrobenzyl)furans in good to high yields. We also demonstrated the synthetic utility of obtained 2-(2-nitrobenzyl)furan,...

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Bibliographic Details
Published in:Tetrahedron 2023-09, Vol.145, p.133627, Article 133627
Main Authors: Merkushev, Anton A., Eshmemet'eva, Diana A., Uchuskin, Maxim G.
Format: Article
Language:English
Subjects:
2-(2-Nitrobenzyl)furans
2-Nitrobenzhydrols
Friedel–Crafts alkylation
Furan
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Summary:We have developed a FeCl3-catalyzed protocol for the Friedel-Crafts alkylation of 2-substituted furans with 2-nitrobenzhydrols. The described method allows for synthesizing 2-(2-nitrobenzyl)furans in good to high yields. We also demonstrated the synthetic utility of obtained 2-(2-nitrobenzyl)furan, which could be used for the synthesis of substituted oxazino[2,3-a]indole. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2023.133627