{"title":"Synthesis of 11H-Benzo[b]Fluoren-11-One via an Unprecedented Cascade Reaction of O-Phthaladehyde","authors":"","doi":"10.1080/10406638.2023.2270124","DOIUrl":null,"url":null,"abstract":"<div><div>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[<em>b</em>]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.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4000,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polycyclic Aromatic Compounds","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1040663823020705","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
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.
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.
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