Hypervalent iodine mediated radical cyclization of o-(allyloxy)arylaldehydes and N-hydroxyphthalimide (NHPI) under metal-free conditions

[Display omitted] •Hypervalent iodine mediated reactions.•Reactions proceed via radical cyclization mechanism.•Mild and metal-free reaction conditions. An efficient and practical method for the synthesis of substituted chroman-4-ones was developed. The corresponding products can be obtained with mod...

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Veröffentlicht in:Tetrahedron letters 2020-11, Vol.61 (45), p.152482, Article 152482
Hauptverfasser: Chen, De-Mao, Sun, Yuan-Yuan, Han, Qing-Qing, Wang, Zu-Li
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Sprache:eng
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Zusammenfassung:[Display omitted] •Hypervalent iodine mediated reactions.•Reactions proceed via radical cyclization mechanism.•Mild and metal-free reaction conditions. An efficient and practical method for the synthesis of substituted chroman-4-ones was developed. The corresponding products can be obtained with moderate to high yields at room temperature. Control experiments suggested that this transformation was likely to proceed via a radical pathway. The preliminary activity test showed that some of the compounds had moderate to high antibacterial activity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152482