通过邻苯二甲醛前所未有的级联反应合成 11H-苯并[b]芴-11-酮

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI:10.1080/10406638.2023.2270124

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引用次数: 0

摘要

以级联方式开发多组分反应是化学家们长期以来一直关注的问题，目的是以更经济的方式获得有价值的有机材料。在本文中，我们介绍了一种以邻苯二甲醛（OPA）为原料，在二甲基亚砜（DMSO）溶剂中合成双态有机荧光体 11H-苯并[b]芴-11-酮的简单、经济可行的方法。该方法具有产品分离简单快速、原子经济性高、反应时间短和可扩展性强等优点。在优化反应条件的过程中，我们观察到 DMSO、DMF 和丙酮除了作为溶剂外，还可以作为形成上述化合物的一个碳。根据对不完全反应混合物进行 LCMS 分析所获得的证据，我们提出了一种合理的机理。

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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Synthesis of 11H-Benzo[b]Fluoren-11-One via an Unprecedented Cascade Reaction of O-Phthaladehyde

Developing multicomponent reactions in a cascade manner is a long-standing interest to chemists to access valuable organic materials more economically. Herein, we described a simple, economically viable method for synthesizing 11H-benzo[b]fluoren-11-one, a dual-state organic fluorophore, starting from ortho phthalaldehyde (OPA) in DMSO solvent. Simple and rapid product isolation, high atom economy, short reaction time, and scalability are the attractive features of the method. During the optimization of the reaction condition, we observed that DMSO, DMF, and acetone served one carbon to form the said compound besides their role as solvents. A plausible mechanism has been proposed based on the evidence obtained from LCMS analysis of the incomplete reaction mixture.

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来源期刊

Polycyclic Aromatic Compounds 化学-有机化学

CiteScore

3.70

自引率

20.80%

发文量

412

审稿时长

3 months

期刊介绍： The purpose of Polycyclic Aromatic Compounds is to provide an international and interdisciplinary forum for all aspects of research related to polycyclic aromatic compounds (PAC). Topics range from fundamental research in chemistry (including synthetic and theoretical chemistry) and physics (including astrophysics), as well as thermodynamics, spectroscopy, analytical methods, and biology to applied studies in environmental science, biochemistry, toxicology, and industry. Polycyclic Aromatic Compounds has an outstanding Editorial Board and offers a rapid and efficient peer review process, as well as a flexible open access policy.