One-pot synthesis of 2,2′-biquinolines from aromatic amines using oxygen as an oxidant under metal-free conditions†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-11-14 DOI:10.1039/D4QO01896F

Yunfeng Liao, Hualan Gao, Hongrui Qi, Jia Chen, Chang Liu, Yanjun Xie, Weijie Zhang, Jiyong Deng, Bing Yi and Guo-Jun Deng

引用次数: 0

Abstract

We have developed an efficient method for the synthesis of unsymmetrical and symmetrical 2,2′-biquinoline derivatives under 55% HI-catalyzed conditions using oxygen as the oxidant and cheap and readily available aromatic amines as feedstocks in one pot. This transformation undergoes multistep reactions such as multiple radical additions and isomerization, cyclization, and oxidation. Mechanistic investigations indicate that the transformation may involve a free radical cascade cyclization pathway.

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在无金属条件下以氧为氧化剂从芳香胺一步合成 2,2′-联喹啉类化合物

我们开发了一种在 55%HI 催化条件下，以氧为氧化剂，以廉价易得的芳香胺为原料，一锅合成不对称和对称 2,2′-联喹啉衍生物的高效方法。这种转化经历了多步反应，如多自由基加成和异构化、环化和氧化。机理研究表明，这种转化可能涉及自由基级联环化途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.