{"title":"A Base Promoted Synthesis of Indazolo[2,3-a]quinolines from Isatogens and 2-(2-Aminophenyl)acetonitriles","authors":"Hunmoina Phukon, Moasosang Aier, Anil K. Saikia","doi":"10.1021/acs.joc.6c01674","DOIUrl":null,"url":null,"abstract":"<p>A transition-metal-free, base-promoted\r\none-pot cascade\r\ncyclization\r\nstrategy has been developed for the construction of indazolo[2,3-<em>a</em>]quinolines utilizing isatogens and 2-(2-aminophenyl)acetonitriles\r\nas precursors. This protocol enables the simultaneous formation of\r\nC–C, C–N, and N–N bonds to access complex tetracyclic\r\nframeworks. Preliminary photophysical characterization reveals significant\r\nfluorescence emission, indicating that the compound possesses promising\r\noptical properties for further investigations. The synthetic utility\r\nof this protocol is further underscored by its application in the\r\nRh-catalyzed construction of highly-fused polycyclic cinnolinium salts.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"91 41","pages":"13682–13693"},"PeriodicalIF":3.3000,"publicationDate":"2026-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.6c01674","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/10/2 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A transition-metal-free, base-promoted
one-pot cascade
cyclization
strategy has been developed for the construction of indazolo[2,3-a]quinolines utilizing isatogens and 2-(2-aminophenyl)acetonitriles
as precursors. This protocol enables the simultaneous formation of
C–C, C–N, and N–N bonds to access complex tetracyclic
frameworks. Preliminary photophysical characterization reveals significant
fluorescence emission, indicating that the compound possesses promising
optical properties for further investigations. The synthetic utility
of this protocol is further underscored by its application in the
Rh-catalyzed construction of highly-fused polycyclic cinnolinium salts.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.