{"title":"Visible-Light Photoredox-Catalyzed Trifunctionalization of Unactivated Alkenes via Diamidation and Cyano Migration","authors":"Abuthayir Mohamathu Ghouse, Bathula Maheswari, Srirama Murthy Akondi","doi":"10.1002/adsc.202400987","DOIUrl":null,"url":null,"abstract":"A visible-light-promoted, nitrogen-centered radical-initiated trifunctionalization of 5-hexenenitriles via diamidation and 1,4-cyano migration, using 1 mol% fac-Ir(ppy)₃ as the photoredox catalyst, is reported. In this protocol, the O-acylhydroxylamine derivative acts as a bifunctional reagent, and the carbonitrile solvent also participates in the reaction. This transformation proceeds at room temperature without the need for an external oxidant or reductant, yielding a wide range of functionalized β-amino nitriles, including the derivatives of natural products and pharmaceuticals.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":null,"pages":null},"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.202400987","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, nitrogen-centered radical-initiated trifunctionalization of 5-hexenenitriles via diamidation and 1,4-cyano migration, using 1 mol% fac-Ir(ppy)₃ as the photoredox catalyst, is reported. In this protocol, the O-acylhydroxylamine derivative acts as a bifunctional reagent, and the carbonitrile solvent also participates in the reaction. This transformation proceeds at room temperature without the need for an external oxidant or reductant, yielding a wide range of functionalized β-amino nitriles, including the derivatives of natural products and pharmaceuticals.
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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