Vaishali, Naveen Banyal, Shubham Sharma, Manpreet Singh, Chandi C. Malakar and Virender Singh
{"title":"An efficient, step-economical synthesis of β-carboline tethered imidazopyrido[3,4-b]indoles from acetals†","authors":"Vaishali, Naveen Banyal, Shubham Sharma, Manpreet Singh, Chandi C. Malakar and Virender Singh","doi":"10.1039/D4NJ01467G","DOIUrl":null,"url":null,"abstract":"<p >An efficient one-pot pseudo three component cascade annulation reaction has been devised to generate the fluorescent β-carboline tethered imidazopyrido[3,4-<em>b</em>]indole derivatives. These scaffolds were afforded in high yields <em>via</em> one-pot cascade reaction of diversified β-carboline acetals with NH<small><sub>4</sub></small>Cl through the formation of three C–N bonds in a single operation. The current protocol is step-economical and offers high atom-economy, short reaction time and high structural diversity with excellent yields (57–90%). The synthesized compounds displayed promising photophysical properties and delivered luminescence quantum yield (<em>Φ</em><small><sub>F</sub></small>) up to 55%.</p>","PeriodicalId":95,"journal":{"name":"New Journal of Chemistry","volume":" 25","pages":" 11394-11406"},"PeriodicalIF":2.5000,"publicationDate":"2024-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"New Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/nj/d4nj01467g","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient one-pot pseudo three component cascade annulation reaction has been devised to generate the fluorescent β-carboline tethered imidazopyrido[3,4-b]indole derivatives. These scaffolds were afforded in high yields via one-pot cascade reaction of diversified β-carboline acetals with NH4Cl through the formation of three C–N bonds in a single operation. The current protocol is step-economical and offers high atom-economy, short reaction time and high structural diversity with excellent yields (57–90%). The synthesized compounds displayed promising photophysical properties and delivered luminescence quantum yield (ΦF) up to 55%.