Chengtan Li , Yuming Yang , Xiaolan Zheng , Cairong Zhang , Hui Cai , Weilong Lin
{"title":"光催化(Het)芳香族系链 N-对甲基苯磺酰酰胺的氧化硫/酰胺化作用:硫代亚氨酰 β- 和 γ-内酰胺的多功能途径","authors":"Chengtan Li , Yuming Yang , Xiaolan Zheng , Cairong Zhang , Hui Cai , Weilong Lin","doi":"10.1039/d4qo00631c","DOIUrl":null,"url":null,"abstract":"<div><div>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 of cation intermediates, we have developed a highly versatile method for preparing various sulfoximidoyl lactams <em>via</em> C–N bond formation between CC and amide motifs. Mild reaction conditions, broad functional group tolerance and excellent <em>trans</em>-selectivity of this method would make it a general and efficient approach towards novel compounds containing valuable sulfoximine and lactam motifs for possible therapeutic use.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 16","pages":"Pages 4508-4515"},"PeriodicalIF":0.0000,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams†\",\"authors\":\"Chengtan Li , Yuming Yang , Xiaolan Zheng , Cairong Zhang , Hui Cai , Weilong Lin\",\"doi\":\"10.1039/d4qo00631c\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>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 of cation intermediates, we have developed a highly versatile method for preparing various sulfoximidoyl lactams <em>via</em> C–N bond formation between CC and amide motifs. Mild reaction conditions, broad functional group tolerance and excellent <em>trans</em>-selectivity of this method would make it a general and efficient approach towards novel compounds containing valuable sulfoximine and lactam motifs for possible therapeutic use.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"11 16\",\"pages\":\"Pages 4508-4515\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-06-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052412924004480\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924004480","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams†
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 of cation intermediates, we have developed a highly versatile method for preparing various sulfoximidoyl lactams via C–N bond formation between CC and amide motifs. Mild reaction conditions, broad functional group tolerance and excellent trans-selectivity of this method would make it a general and efficient approach towards novel compounds containing valuable sulfoximine and lactam motifs for possible therapeutic use.