HFIP Mediated Synthesis of C4-Aryl-2-quinolones through Serial Oxidation

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2023-11-21 DOI:10.1002/hlca.202300153

Seung Hoon Lee, Minseok Kang, Hyung Min Chi

引用次数: 0

Abstract

A practical, efficient approach for the synthesis of C4-arylated 2-quinolones from propargylic chlorides and anilines has been developed. The synthesis process involves subsequent oxidations of the initial products, tetrahydroquinolines and quinolinium ions, eventually leading to desired quinolones. A mechanism for the transformation is proposed based on a meticulous examination of intermediates and comprehensive control experiments. With a thorough understanding of the reaction mechanism, the applicability of the reaction scope is expanded.

Abstract Image

查看原文本刊更多论文

HFIP介导的连续氧化合成c4 -芳基-2-喹诺酮类药物

介绍了一种以丙酰氯和苯胺为原料合成c4芳基化2-喹诺酮类化合物的有效方法。合成过程包括初始产物四氢喹啉和喹啉离子的后续氧化，最终生成所需的喹诺酮类药物。基于对中间体的细致研究和全面的控制实验，提出了一种转化机制。通过对反应机理的深入了解，扩大了反应范围的适用范围。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.