Swati Jaydeokar , Vikas G. Yadav , Priyanka V. Bandivadekar , Ganesh Chaturbhuj , Vijaykumar L. Chavan
{"title":"N-(1-hydroxybutan-2-yl)-4-nitrobenzene sulfonamide: A novel organocatalyst for an effective one-pot synthesis of α-amino phosphonates","authors":"Swati Jaydeokar , Vikas G. Yadav , Priyanka V. Bandivadekar , Ganesh Chaturbhuj , Vijaykumar L. Chavan","doi":"10.1016/j.rechem.2025.102295","DOIUrl":null,"url":null,"abstract":"<div><div>This study emphasizes an efficient method for a one-pot, three-component reaction of aromatic aldehyde/ketone, amines, and dialkyl phosphite to produce α-Amino phosphonates. This reaction was catalyzed by a novel organocatalyst <em>N</em>-(1-hydroxybutan-2-yl)-4-nitrobenzene sulfonamide. The acidity of the synthesized catalyst was increased due to SO<sub>2</sub>-NH group which was used in Kabachnik Field reaction. The main advantages of the current method include inexpensive, non-toxic, efficient organo catalyst, high yields, a reduced reaction time, green solvent, an easy experimental method, a simple workup procedure, and the suitability of the catalyst to withstand a wide range of substrate scope All aromatic, heterocyclic aldehydes and cyclic ketone variations reacted effectively producing greater yields of the respective α-amino phosphonates in a shorter reaction time (26) examples. Additionally, the catalyst was easily recovered and reused over several cycles without significantly decreasing effectiveness. This provides economic and environmental benefits.</div></div>","PeriodicalId":420,"journal":{"name":"Results in Chemistry","volume":"16 ","pages":"Article 102295"},"PeriodicalIF":2.5000,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Results in Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2211715625002784","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
This study emphasizes an efficient method for a one-pot, three-component reaction of aromatic aldehyde/ketone, amines, and dialkyl phosphite to produce α-Amino phosphonates. This reaction was catalyzed by a novel organocatalyst N-(1-hydroxybutan-2-yl)-4-nitrobenzene sulfonamide. The acidity of the synthesized catalyst was increased due to SO2-NH group which was used in Kabachnik Field reaction. The main advantages of the current method include inexpensive, non-toxic, efficient organo catalyst, high yields, a reduced reaction time, green solvent, an easy experimental method, a simple workup procedure, and the suitability of the catalyst to withstand a wide range of substrate scope All aromatic, heterocyclic aldehydes and cyclic ketone variations reacted effectively producing greater yields of the respective α-amino phosphonates in a shorter reaction time (26) examples. Additionally, the catalyst was easily recovered and reused over several cycles without significantly decreasing effectiveness. This provides economic and environmental benefits.