Ying Liu , Jiaqi Huang , Zhudi Sun , Yupian Deng , Yuhao Qian , Qingchun Huang , Song Cao
{"title":"Two-step synthesis of vicinal trifluoromethyl primary amines from α-(trifluoromethyl)styrenes and phthalimide†","authors":"Ying Liu , Jiaqi Huang , Zhudi Sun , Yupian Deng , Yuhao Qian , Qingchun Huang , Song Cao","doi":"10.1039/d4ob00567h","DOIUrl":null,"url":null,"abstract":"<div><p>A novel two-step synthesis of β-trifluoromethyl primary amines from readily available α-(trifluoromethyl)styrenes and phthalimide is developed. The first step involves a hydroamination between α-(trifluoromethyl)styrenes and phthalimide (PhthNH) with the assistance of a base. Next, the hydrazinolysis of the resulting <em>N</em>-(β-trifluoromethyl-β-arylethyl)phthalimides with hydrazine hydrate affords the desired <em>N</em>-(β-trifluoromethyl-β-arylethyl)amines.</p></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.9000,"publicationDate":"2024-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024004749","RegionNum":3,"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 novel two-step synthesis of β-trifluoromethyl primary amines from readily available α-(trifluoromethyl)styrenes and phthalimide is developed. The first step involves a hydroamination between α-(trifluoromethyl)styrenes and phthalimide (PhthNH) with the assistance of a base. Next, the hydrazinolysis of the resulting N-(β-trifluoromethyl-β-arylethyl)phthalimides with hydrazine hydrate affords the desired N-(β-trifluoromethyl-β-arylethyl)amines.