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钌(II)催化肟与马来酰亚胺的环化反应:吡咯并[3,4 -]异喹啉 - 1,3 - 二酮的合成

Ruthenium(II)-Catalyzed Annulation of Oximes with Maleimides: Synthesis of Pyrrolo[3,4-]isoquinoline-1,3-diones.

作者信息

Kianmehr Ebrahim, Shafiee-Pour Maryam

机构信息

School of Chemistry, College of Science, University of Tehran, Tehran 1417614411, Iran.

出版信息

Org Lett. 2024 Aug 23;26(33):6977-6982. doi: 10.1021/acs.orglett.4c02330. Epub 2024 Aug 5.

Abstract

A series of pyrroloisoquinoline-1,3-diones has been synthesized using ruthenium(II) as the catalyst and oxygen as the oxidant in a straightforward manner. The reaction proceeds through a tandem C-C/C-N bond formation process between maleimides and ketoximes, providing a direct approach for the synthesis of the titled products. This operationally simple reaction procedure supplies suitable conditions for synthesizing diverse isoquinoline-based heterocycles with a range of functional groups in moderate to good yields and compatible with gram-scale synthesis. Furthermore, the compatibility of this reaction with oxygen as a green and environmentally friendly oxidant raises the importance of the present method.

摘要

以钌(II)为催化剂、氧气为氧化剂,以一种直接的方式合成了一系列吡咯并异喹啉-1,3-二酮。该反应通过马来酰亚胺和酮肟之间的串联C-C/C-N键形成过程进行,为合成标题产物提供了一种直接方法。这种操作简单的反应程序为合成具有一系列官能团的各种异喹啉基杂环提供了合适的条件,产率适中至良好,并且与克级合成兼容。此外,该反应与作为绿色环保氧化剂的氧气的兼容性提高了本方法的重要性。

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