铜催化芳基丙酸与异氰酸酯脱羧偶联构建2,3-萘酰亚胺

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-06-02 DOI:10.1021/acs.joc.5c0083010.1021/acs.joc.5c00830

Monty Kumar, Prashant Kumar, Ruchir Kant and Ajay Kumar Srivastava*,

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引用次数: 0

摘要

在此，我们报道了一锅策略，通过铜催化芳基丙酸和异氰酸酯之间的偶联，然后脱氢- diels - alder （DDA）反应合成功能化2,3-萘酰亚胺。该反应通过形成亚氨基丙基-铜络合物进行，该络合物接受第二摩尔的酸，促进mumm型重排生成进行DDA反应的丙酰-丙酰胺。该方法可在一步中合成多种2,3-萘酰亚胺。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Construction of 2,3-Naphthalimides through Cu-Catalyzed Decarboxylative Coupling between Arylpropiolic Acids and Isocyanides

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Construction of 2,3-Naphthalimides through Cu-Catalyzed Decarboxylative Coupling between Arylpropiolic Acids and Isocyanides

Herein, we report a one-pot strategy to synthesize functionalized 2,3-naphthalimides by a copper-catalyzed coupling between arylpropiolic acids and isocyanides followed by a dehydro-Diels–Alder (DDA) reaction. The reaction proceeds through the formation of an iminopropynyl–copper complex that accepts the second mole of acid, facilitating Mumm-type rearrangement to generate propioloyl–propiolamides that undergo DDA reaction. The method enables the synthesis of a wide range of 2,3-naphthalimides in a single step.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.