{"title":"Photocatalyzed Sulfoximination/Amidation of (Het)Arylethenes Tethered N-Tosyl Amide: A Versatile Entry to Sulfoximidoyl β- and γ-Lactams","authors":"Weilong Lin, Chengtan Li, Yuming Yang, Xiaolan Zheng, Cairong Zhang, Hui Cai","doi":"10.1039/d4qo00631c","DOIUrl":null,"url":null,"abstract":"The lactam and sulfoximine motifs are common in natural and biologically active molecules, and alkenes are important building blocks in synthetic chemistry. Through photoredox-mediated formation cation intermediates, we have developed a highly versatile method for the preparation of various sulfoximidoyl lactams via C-N bond formation between C=C and amide motifs. The mild reaction conditions, broad functional group tolerance and excellent trans-selectivity would make it a general and efficient approach towards such novel analogues containing both valuable sulfoximine and lactam motifs for possible therapeutic use.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":4.6000,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo00631c","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The lactam and sulfoximine motifs are common in natural and biologically active molecules, and alkenes are important building blocks in synthetic chemistry. Through photoredox-mediated formation cation intermediates, we have developed a highly versatile method for the preparation of various sulfoximidoyl lactams via C-N bond formation between C=C and amide motifs. The mild reaction conditions, broad functional group tolerance and excellent trans-selectivity would make it a general and efficient approach towards such novel analogues containing both valuable sulfoximine and lactam motifs for possible therapeutic use.
期刊介绍：
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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