{"title":"Synthesis of Chalcogen-Substituted Phosphiranes: A Privileged Phosphinidene Precursor","authors":"Chenyong Xu, Yiman Gou, Wenxin Zhang, Rongqiang Tian, Zheng Duan","doi":"10.1021/acs.orglett.5c00084","DOIUrl":null,"url":null,"abstract":"A simple and convenient method for synthesizing chalcogen-substituted (Ch = S or Se) phosphiranes was achieved through the reaction of a phosphiranide complex with sulfur (or selenium). The presented approach shows a good functional group compatibility. The ring strain and stability of the lone pair of S (or Se) on phosphinidenes enable these phosphiranes to be privileged phosphinidene precursors. The synthetic potentials of these chalcogen-substituted phosphiranes were demonstrated through P–S (Se) bond transfer reactions with various phosphinidene trapping reagents.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"62 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-02-10","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.5c00084","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
A simple and convenient method for synthesizing chalcogen-substituted (Ch = S or Se) phosphiranes was achieved through the reaction of a phosphiranide complex with sulfur (or selenium). The presented approach shows a good functional group compatibility. The ring strain and stability of the lone pair of S (or Se) on phosphinidenes enable these phosphiranes to be privileged phosphinidene precursors. The synthetic potentials of these chalcogen-substituted phosphiranes were demonstrated through P–S (Se) bond transfer reactions with various phosphinidene trapping reagents.
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.