Acid-Mediated Oxidative C-H Phosphorylation of Quinoxalines and Quinoxalin-2(1H)-one

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-10-30 DOI:10.1002/adsc.202401081
Shabbir Muhammad, Li Zeng, Hao Li, Aiwen Lei, Hong Yi
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Abstract

Quinoxaline is a chemical moiety known for its diverse physicochemical and biological properties, making it the focus of extensive research. Over the past few decades, quinoxaline scaffolds have been utilized in the design and development of various bioactive molecules, dyes, fluorescent materials, electroluminescent materials, organic sensitizers for solar cells, and polymeric optoelectronic materials. Herein, we present a metal-free and rapid protocol for the phosphorylation of quinoxalines and quinoxalin-2(1H)-one. This method employs oxygen as an oxidant under ambient temperature and atmospheric pressure, with experimental evidence indicating the absence of radical involvement. Our methodology provides range of phosphorylated quinoxalines and quinoxaline-2(1H)-one in yields ranging from 47% to 99%.
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酸介导的喹喔啉类和喹喔啉-2(1H)-酮的 C-H 氧化磷酸化反应
喹喔啉是一种化学分子,具有多种物理化学和生物学特性,因此成为广泛研究的焦点。在过去的几十年中,喹喔啉支架已被用于设计和开发各种生物活性分子、染料、荧光材料、电致发光材料、太阳能电池的有机敏化剂以及聚合物光电材料。在此,我们提出了一种无金属、快速磷酸化喹喔啉类和喹喔啉-2(1H)-酮的方法。该方法在环境温度和大气压力下使用氧气作为氧化剂,实验证据表明没有自由基的参与。我们的方法可提供一系列磷酸化的喹喔啉和喹喔啉-2(1H)-酮,产率在 47% 到 99% 之间。
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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