{"title":"Silver-Mediated In-Situ Generation of Alkynyl Selenium Intramolecular AAC Click Reactions","authors":"Jianlong Cao, Yihuan Zhou, Xirui Gong, Meilin Ren, Yanyan Chen, Yanli Xu","doi":"10.1002/adsc.202500098","DOIUrl":null,"url":null,"abstract":"<p>A simple and efficient Ag-catalyzed tandem selanylation/cyclization of <i>o</i>-alkynyl benzylazides/<i>o</i>-alkynyloxy benzylazides with diselenides has been developed. The reaction afforded a series of 3-seleno-8H-[1,2,3]triazolo[5,1-a]isoindoles and 3-seleno-4<i>H</i>,10<i>H</i>-benzo[f][1,2,3]triazolo[5,1-c][1,4]oxazepanes in moderate to good yields. The mechanistic study revealed that the intramolecular AAC reaction of an alkynyl selenium intermediate occurred. The synthesized compound <b>3 k</b> showed potent cancer cell-growth inhibition activities.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 9","pages":""},"PeriodicalIF":4.0000,"publicationDate":"2025-02-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202500098","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 simple and efficient Ag-catalyzed tandem selanylation/cyclization of o-alkynyl benzylazides/o-alkynyloxy benzylazides with diselenides has been developed. The reaction afforded a series of 3-seleno-8H-[1,2,3]triazolo[5,1-a]isoindoles and 3-seleno-4H,10H-benzo[f][1,2,3]triazolo[5,1-c][1,4]oxazepanes in moderate to good yields. The mechanistic study revealed that the intramolecular AAC reaction of an alkynyl selenium intermediate occurred. The synthesized compound 3 k showed potent cancer cell-growth inhibition activities.
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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