{"title":"Visible Light‐Driven Difluoroalkoxylation of Imidazopyridines using N‐Fluorobenzenesulfonimide as Fluorinating Agent","authors":"Amol Gadekar, Sonam *, Vikki N Shinde, Bhawani *, Krishnan Rangan, Anil Kumar","doi":"10.1002/adsc.202400755","DOIUrl":null,"url":null,"abstract":"A visible‐light‐promoted site‐selective difluoroalkoxylation of imidazo[1,2‐a]pyridines has been achieved using N‐fluorobenzenesulfonimide (NFSI) as a fluorinating agent. This practical reaction has a wide range of substrate scope for both imidazo[1,2‐a]pyridines and alcohols to give 3,3‐difluoro‐2‐alkoxy‐2‐arylimidazo[1,2‐a]pyridines in 65‐93% yields. The reaction proceeded at room temperature, showed high functional group tolerance, and was amenable to scale‐up. Based on mechanistic investigation, a radical pathway is proposed.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"PeriodicalIF":4.4000,"publicationDate":"2024-08-30","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.202400755","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
A visible‐light‐promoted site‐selective difluoroalkoxylation of imidazo[1,2‐a]pyridines has been achieved using N‐fluorobenzenesulfonimide (NFSI) as a fluorinating agent. This practical reaction has a wide range of substrate scope for both imidazo[1,2‐a]pyridines and alcohols to give 3,3‐difluoro‐2‐alkoxy‐2‐arylimidazo[1,2‐a]pyridines in 65‐93% yields. The reaction proceeded at room temperature, showed high functional group tolerance, and was amenable to scale‐up. Based on mechanistic investigation, a radical pathway is proposed.
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.
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