Suliang Wang , Xuening Li , Jian Song , Xianjie Fang
{"title":"钯催化环丙烯氢磺化立体选择性合成烯丙基砜","authors":"Suliang Wang , Xuening Li , Jian Song , Xianjie Fang","doi":"10.1039/d5qo00062a","DOIUrl":null,"url":null,"abstract":"<div><div>A novel and efficient approach for obtaining allylic sulfones was demonstrated <em>via</em> palladium-catalyzed hydrosulfonylation of cyclopropenes. Preliminary mechanistic studies disclosed that π-allyl palladium might be the key intermediate. This process is applicable to a broad range of cyclopropane derivatives and employs commercially available sodium sulfinates as the sulfonyl source. Gram-scale reactions and further derivatizations showed the great synthetic potential of this method for construction of allylic sulfones.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 10","pages":"Pages 3223-3229"},"PeriodicalIF":0.0000,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Stereoselective synthesis of allylic sulfones via palladium-catalyzed hydrosulfonylation of cyclopropenes†\",\"authors\":\"Suliang Wang , Xuening Li , Jian Song , Xianjie Fang\",\"doi\":\"10.1039/d5qo00062a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel and efficient approach for obtaining allylic sulfones was demonstrated <em>via</em> palladium-catalyzed hydrosulfonylation of cyclopropenes. Preliminary mechanistic studies disclosed that π-allyl palladium might be the key intermediate. This process is applicable to a broad range of cyclopropane derivatives and employs commercially available sodium sulfinates as the sulfonyl source. Gram-scale reactions and further derivatizations showed the great synthetic potential of this method for construction of allylic sulfones.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 10\",\"pages\":\"Pages 3223-3229\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-03-03\",\"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/S2052412925001500\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/3/4 0:00:00\",\"PubModel\":\"Epub\",\"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/S2052412925001500","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/3/4 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
Stereoselective synthesis of allylic sulfones via palladium-catalyzed hydrosulfonylation of cyclopropenes†
A novel and efficient approach for obtaining allylic sulfones was demonstrated via palladium-catalyzed hydrosulfonylation of cyclopropenes. Preliminary mechanistic studies disclosed that π-allyl palladium might be the key intermediate. This process is applicable to a broad range of cyclopropane derivatives and employs commercially available sodium sulfinates as the sulfonyl source. Gram-scale reactions and further derivatizations showed the great synthetic potential of this method for construction of allylic sulfones.