{"title":"Catalyst-Free Ring Opening of Azlactones in Water Microdroplets†","authors":"Kumar Naveen, Vishesh Singh Rawat, Rahul Verma, Gnanamani Elumalai","doi":"10.1039/d4cc04487h","DOIUrl":null,"url":null,"abstract":"A catalyst-free method was developed for the ring opening of azlactone (also known as oxazolones) in water microdroplets. Azlactone was dissolved in a water: acetonitrile (1:1) mixture, and the solution is sprayed by using nitrogen gas at a pressure of 120 psi to generate microdroplets. This method promoted selective cleavage of the lactone bond to afford the corresponding N-benzoyl derivatives is up to 94% isolated yield with no epimerization. Our method produces the ring-opening products in milliseconds (up to 94 µmol for 33.3 minutes), and may have utility for high-throughput synthesis applications.","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":null,"pages":null},"PeriodicalIF":4.3000,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4cc04487h","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A catalyst-free method was developed for the ring opening of azlactone (also known as oxazolones) in water microdroplets. Azlactone was dissolved in a water: acetonitrile (1:1) mixture, and the solution is sprayed by using nitrogen gas at a pressure of 120 psi to generate microdroplets. This method promoted selective cleavage of the lactone bond to afford the corresponding N-benzoyl derivatives is up to 94% isolated yield with no epimerization. Our method produces the ring-opening products in milliseconds (up to 94 µmol for 33.3 minutes), and may have utility for high-throughput synthesis applications.
期刊介绍:
ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.