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钯催化的酰胺基吲哚并[2,1-]异喹啉的羰基化合成:由烯丙基吲哚和硝基芳烃构建。

Palladium-Catalyzed Carbonylative Synthesis of Amide-Containing Indolo[2,1-]isoquinolines from Alkene-Tethered Indoles and Nitroarenes.

机构信息

Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, China.

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China.

出版信息

Org Lett. 2023 Feb 10;25(5):821-825. doi: 10.1021/acs.orglett.2c04363. Epub 2023 Jan 30.

Abstract

In this new procedure, amide-containing indolo[2,1-]isoquinoline scaffolds were prepared by palladium-catalyzed carbonylative cyclization of alkene-tethered indoles with nitroarenes. By using Mo(CO) as the CO source and reductant and nitroarenes as the nitrogen source, this reaction produced various amide-containing indolo[2,1-]isoquinoline derivatives in good yields in general. Furthermore, the late-stage modifications of bioactive molecules using this protocol were demonstrated as well.

摘要

在这个新的方法中,酰胺基吲哚并[2,1-a]异喹啉骨架是通过钯催化的烯丙基吲哚与硝基芳烃的羰基化环化反应制备的。该反应以 Mo(CO)6 作为 CO 源和还原剂,以硝基芳烃作为氮源,一般可以高产率得到各种酰胺基吲哚并[2,1-a]异喹啉衍生物。此外,还证明了该方案可用于生物活性分子的后期修饰。

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