{"title":"Diverse Annulations of Alkyl(phenyl)phosphinic Chlorides and Imines.","authors":"Mengyao Zhang, Hongguang Du, Jiaxi Xu","doi":"10.1021/acs.orglett.4c04737","DOIUrl":null,"url":null,"abstract":"<p><p>The reactivity of alkyl(aryl)phosphinic chlorides and imines was investigated in the presence of a base. The results indicated that allyl/benzyl(aryl)phosphinic chlorides gave rise to 1,2-azaphosphines (δ-phostims), while nonbenzylic alkyl(aryl)phosphinic chlorides produced the corresponding β-phosphinolactams (β-phostims) in their reaction with cyclic dibenzo[<i>b</i>,<i>f</i>][1,4]oxazepines, whereas steric electron-rich arylmethyl(aryl)phosphinic chlorides generated [2 + 2 + 2] annuloadducts in some cases. The current investigation provides useful insight into the reactivity of phosphinic chlorides and imines.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"1417-1421"},"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.4c04737","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/30 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The reactivity of alkyl(aryl)phosphinic chlorides and imines was investigated in the presence of a base. The results indicated that allyl/benzyl(aryl)phosphinic chlorides gave rise to 1,2-azaphosphines (δ-phostims), while nonbenzylic alkyl(aryl)phosphinic chlorides produced the corresponding β-phosphinolactams (β-phostims) in their reaction with cyclic dibenzo[b,f][1,4]oxazepines, whereas steric electron-rich arylmethyl(aryl)phosphinic chlorides generated [2 + 2 + 2] annuloadducts in some cases. The current investigation provides useful insight into the reactivity of phosphinic chlorides and imines.
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.