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一种无需光敏剂的自由基级联反应,用于可见光下合成含 CF 的多环喹唑啉酮。

A Photosensitizer-Free Radical Cascade for Synthesizing CF-Containing Polycyclic Quinazolinones with Visible Light.

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.

State Key Laboratory of Veterinary Etiological Biology, College of Veterinary Medicine, Lanzhou University, Lanzhou 730000, P. R. China.

出版信息

J Org Chem. 2022 Jan 21;87(2):1493-1501. doi: 10.1021/acs.joc.1c02889. Epub 2022 Jan 11.

Abstract

Herein, we report an efficient photoinduced radical tandem trifluoromethylation/cyclization reaction of -cyanamide alkenes for the synthesis of functionalized quinazolinones. Importantly, the reaction is carried out under mild conditions without any additional photosensitizer, metal, or extra additives. A series of trifluoromethyl quinazolinones were prepared efficiently with good yields and excellent functional group tolerance. Preliminary mechanistic experiments were conducted to indicate that the transformation proceeds via a possible mechanism involving photoexcited EDA complex and chain propagation.

摘要

在这里,我们报告了一种有效的光诱导自由基串联三氟甲基化/环化反应,用于合成功能化的喹唑啉酮。重要的是,该反应在温和的条件下进行,无需任何额外的光敏剂、金属或添加剂。一系列三氟甲基喹唑啉酮以良好的收率和优异的官能团耐受性高效制备。初步的机理实验表明,该转化可能通过涉及光激发的 EDA 配合物和链传播的机理进行。

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