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通过腈叶立德形成/捕获级联反应实现可见光诱导的酰亚胺合成。

Visible-Light-Induced Imide Synthesis through a Nitrile Ylide Formation/Trapping Cascade.

作者信息

Cai Bao-Gui, Yao Wei-Zhong, Li Lei, Xuan Jun

机构信息

Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry and Chemical Engineering, Anhui University, Hefei, Anhui 230601, People's Republic of China.

Key Laboratory of Structure and Functional Regulation of Hybrid Materials, Ministry of Education, Anhui University, Hefei, 230601, People's Republic of China.

出版信息

Org Lett. 2022 Sep 16;24(36):6647-6652. doi: 10.1021/acs.orglett.2c02671. Epub 2022 Sep 2.

Abstract

A visible-light-promoted three component reaction of diazo compounds, nitriles, and carboxylic acids is reported. The reaction utilizes acceptor-only diazo compounds as carbene precursors and nitriles as carbene-trapping reagents to form the key nitrile ylides. Under the optimal reaction conditions, a wide range of imide products were obtained in good to excellent yields. The gram-scale synthesis and synthetic application of the imide products to form isoquinoline-1,3(2,4)-dione derivatives further proved the value of this method.

摘要

报道了一种可见光促进的重氮化合物、腈和羧酸的三组分反应。该反应利用仅作为卡宾前体的重氮化合物和作为卡宾捕获试剂的腈来形成关键的腈叶立德。在最佳反应条件下,以良好至优异的产率获得了多种酰亚胺产物。酰亚胺产物的克级合成及其在形成异喹啉-1,3(2,4)-二酮衍生物方面的合成应用进一步证明了该方法的价值。

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