可见光促进咪唑类支架结构的脱芳化

IF 4 2区 化学 Q2 CHEMISTRY, APPLIED
Silvia Roscales, Aurelio G. Csáky
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引用次数: 0

摘要

脱芳化是构建复杂碳环和杂环的一种有效策略,但由于芳香族的稳定性,脱芳化通常依赖于苛刻的条件。本文报道了一种可见光驱动的咪唑[1,2 - a]吡啶的光催化脱芳策略,解决了目前主要针对富电子芳系的方法的一个关键限制。使用α -酮酸作为酰基前体,这种温和的方法可以有效地合成结构多样和功能化的咪唑衍生物,这是药物和先进材料的优越支架。合成的一些咪唑具有显著的光物理性质。一些合成的咪唑具有从深紫色到绿青色的双重荧光,突出了作为新型荧光探针的潜力。这项工作扩大了脱芳化的范围,为药物发现和材料科学中获取新的化学空间提供了有价值的工具。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Visible‐Light‐Promoted Dearomatization for The Construction of Imidazole Scaffolds
Dearomatization is a powerful strategy for constructing complex carbocycles and heterocycles, though it typically relies on harsh conditions due to aromatic stability. Herein, a visible‐light‐driven photocatalytic dearomatization strategy for electron‐poor imidazo[1,2‐a]pyridines is reported, addressing a key limitation of current methods, which predominantly target electron‐rich aromatic systems. Using α‐keto acids as acyl radical precursors, this mild method enables the efficient synthesis of structurally diverse and functionalized imidazole derivatives, a privileged scaffold in pharmaceuticals and advanced materials. Some of the synthesized imidazoles display noteworthy photophysical properties. Some of the synthesized imidazoles show dual fluorescence from deep violet to greenish‐cyan, highlighting potential as innovative fluorescent probes. This work expands the scope of dearomatization and provides a valuable tool for accessing new chemical space in drug discovery and materials science.
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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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