通过铁光氧化催化生成氨基甲酰基自由基和 3,4-二氢喹啉-2(1H)-酮

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-05-16 DOI:10.1055/s-0043-1763753

Tao Cai, Gaofeng Feng, Yanhua Fu, Chao Zhang

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引用次数: 0

摘要

通过铁催化氧肟酸产生氨基甲酰基、氨基甲酰基加入缺电子烯、分子内环化和芳香化的一系列过程，建立了一种获得 3,4-二氢喹啉-2(1H)-酮的新方法。该工艺适用于各种 N-苯基氧肟酸和单取代、1,1-二取代和三取代缺电子烯。该方法采用廉价、易得、对环境无害的铁作为催化剂，为合成 3,4-二氢喹啉-2(1H)-酮提供了一个极佳的替代方案。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Generation of Carbamoyl Radicals and 3,4-Dihydroquinolin-2(1H)-ones Enabled by Iron Photoredox Catalysis

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Generation of Carbamoyl Radicals and 3,4-Dihydroquinolin-2(1H)-ones Enabled by Iron Photoredox Catalysis

A new protocol for accessing 3,4-dihydroquinolin-2(1H)-ones was established through a sequence of iron-catalyzed photoredox generation of carbamoyl radicals from oxamic acids, addition of the carbamoyl radicals to electron-deficient alkenes, intramolecular cyclization, and aromatization. The process is compatible with a variety of N-phenyloxamic acids and monosubstituted, 1,1-disubstituted, and trisubstituted electron-deficient alkenes. Employing cheap, readily available, and environmentally benign iron as the catalyst, the protocol provides an excellent alternative for synthesis of 3,4-dihydroquinolin-2(1H)-ones.

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.