{"title":"NHC-Catalyzed Synthesis of 2-Aroylchromones and Their Application in the Synthesis of Wrightiadione Analogues","authors":"Futa Koyama, Justin Lamb, Moena Hirao, Noriyuki Suzuki, Masahiro Yoshizawa-Fujita, Toyonobu Usuki, Yumiko Suzuki","doi":"10.1002/adsc.202400955","DOIUrl":null,"url":null,"abstract":"With a number of biologically active members, 2-aroylchromones are valuable synthetic targets. A direct route towards 2-aroylchromones from 2-(methylsulfonyl)chromones and aldehydes via NHC-catalyzed C-C bond formation was developed. Yields of the synthesized 2-aroylchromones were up to 85%. Chromones with angioprotective or antibacterial properties were easily synthesized using the method developed. Additionally, the synthetic utility of the afforded chromones was demonstrated by using them to synthesize the anticancer compound wrightiadione and analogues of it.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"223 1","pages":""},"PeriodicalIF":4.4000,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.202400955","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
With a number of biologically active members, 2-aroylchromones are valuable synthetic targets. A direct route towards 2-aroylchromones from 2-(methylsulfonyl)chromones and aldehydes via NHC-catalyzed C-C bond formation was developed. Yields of the synthesized 2-aroylchromones were up to 85%. Chromones with angioprotective or antibacterial properties were easily synthesized using the method developed. Additionally, the synthetic utility of the afforded chromones was demonstrated by using them to synthesize the anticancer compound wrightiadione and analogues of it.
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.