Deepika Sharma, Jayshree Nandkumar Solanke, Savita Gat, Dr. Vasudevan Dhayalan, Dr. Rambabu Dandela
{"title":"一种高效合成氨基茚基手性三唑盐的新方法","authors":"Deepika Sharma, Jayshree Nandkumar Solanke, Savita Gat, Dr. Vasudevan Dhayalan, Dr. Rambabu Dandela","doi":"10.1002/slct.202503134","DOIUrl":null,"url":null,"abstract":"<p>A list of functionalized aminoindane-based chiral triazolium salts has been prepared from readily available 1-amino-2-indanol via a new method in the presence of Im<sub>2</sub>CS, H<sub>2</sub>O<sub>2</sub>, and HBF<sub>4</sub>. Over the years, Rovis, Bode, Suzuki, and Scheidt et al. developed a method for preparing chiral thiazolium salts using Meerwein's reagent (Me<sub>3</sub>OBF<sub>4</sub>) arylhydrazine, and excess amounts of (EtO)<sub>3</sub>CH as key reagent and the reaction proceeded at high temperature. We report alternative methods to access chiral triazolium salts with better yields (67%–87%), clean reaction, mild reaction conditions and ambient temperature, operational simplicity, a simple purification process, and tolerating a wide range of functional groups.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 33","pages":""},"PeriodicalIF":2.0000,"publicationDate":"2025-08-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"An Alternative Method for the Efficient Synthesis of Aminoindane-Based Chiral Triazolium Salts\",\"authors\":\"Deepika Sharma, Jayshree Nandkumar Solanke, Savita Gat, Dr. Vasudevan Dhayalan, Dr. Rambabu Dandela\",\"doi\":\"10.1002/slct.202503134\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A list of functionalized aminoindane-based chiral triazolium salts has been prepared from readily available 1-amino-2-indanol via a new method in the presence of Im<sub>2</sub>CS, H<sub>2</sub>O<sub>2</sub>, and HBF<sub>4</sub>. Over the years, Rovis, Bode, Suzuki, and Scheidt et al. developed a method for preparing chiral thiazolium salts using Meerwein's reagent (Me<sub>3</sub>OBF<sub>4</sub>) arylhydrazine, and excess amounts of (EtO)<sub>3</sub>CH as key reagent and the reaction proceeded at high temperature. We report alternative methods to access chiral triazolium salts with better yields (67%–87%), clean reaction, mild reaction conditions and ambient temperature, operational simplicity, a simple purification process, and tolerating a wide range of functional groups.</p>\",\"PeriodicalId\":146,\"journal\":{\"name\":\"ChemistrySelect\",\"volume\":\"10 33\",\"pages\":\"\"},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2025-08-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ChemistrySelect\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202503134\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemistrySelect","FirstCategoryId":"92","ListUrlMain":"https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202503134","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
摘要
以现有的1-氨基-2-吲哚酚为原料,在Im2CS、H2O2和HBF4的存在下,采用新方法制备了一系列功能化氨基吲哚基手性三唑盐。多年来,Rovis, Bode, Suzuki, and Scheidt等人开发了一种以Meerwein试剂(Me3OBF4)芳基肼为关键试剂,过量(EtO)3CH为关键试剂,在高温下制备手性噻唑盐的方法。我们报告了其他获得手性三唑盐的方法,这些方法收率更高(67%-87%),反应干净,反应条件和环境温度温和,操作简单,纯化过程简单,并且耐受广泛的官能团。
An Alternative Method for the Efficient Synthesis of Aminoindane-Based Chiral Triazolium Salts
A list of functionalized aminoindane-based chiral triazolium salts has been prepared from readily available 1-amino-2-indanol via a new method in the presence of Im2CS, H2O2, and HBF4. Over the years, Rovis, Bode, Suzuki, and Scheidt et al. developed a method for preparing chiral thiazolium salts using Meerwein's reagent (Me3OBF4) arylhydrazine, and excess amounts of (EtO)3CH as key reagent and the reaction proceeded at high temperature. We report alternative methods to access chiral triazolium salts with better yields (67%–87%), clean reaction, mild reaction conditions and ambient temperature, operational simplicity, a simple purification process, and tolerating a wide range of functional groups.
期刊介绍:
ChemistrySelect is the latest journal from ChemPubSoc Europe and Wiley-VCH. It offers researchers a quality society-owned journal in which to publish their work in all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they add meaningfully to the scientific literature, and those accepted are processed quickly to ensure rapid online publication.