{"title":"Palladium(II)-Catalyzed Regioselective Hydroamination of Allylamines to <i>N</i>-Alkyl Sulfoximines.","authors":"Shib Nath Saha, Nityananda Ballav, Mahiuddin Baidya","doi":"10.1021/acs.orglett.5c00316","DOIUrl":null,"url":null,"abstract":"<p><p>An intermolecular coupling between sulfoximines and allyl amines, linked to the picolinamide directing group, is developed by leveraging a nucleopalladation-guided regioselective hydroamination strategy, enabling the production of a range of valuable <i>N</i>-alkyl sulfoximines in high yields. The protocol features operational simplicity and a broad substrate scope and was also amenable to aniline nucleophiles. Synthetic utilities were showcased through scale-up reactions and product diversifications, leading to biorelevant molecules.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00316","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
An intermolecular coupling between sulfoximines and allyl amines, linked to the picolinamide directing group, is developed by leveraging a nucleopalladation-guided regioselective hydroamination strategy, enabling the production of a range of valuable N-alkyl sulfoximines in high yields. The protocol features operational simplicity and a broad substrate scope and was also amenable to aniline nucleophiles. Synthetic utilities were showcased through scale-up reactions and product diversifications, leading to biorelevant molecules.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.