Nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo compounds as N-terminal electrophiles: direct access to novel functionalized hydrazones
{"title":"Nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo compounds as N-terminal electrophiles: direct access to novel functionalized hydrazones","authors":"Varun Anand, Ruchir Kant, Namrata Rastogi","doi":"10.1039/d5qo00885a","DOIUrl":null,"url":null,"abstract":"A catalyst and additive-free nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo reagents as N-terminal electrophiles has been developed. The reaction not only leads to a facile access to highly functionalized hydrazones but also significantly advances the understanding of hitherto unexplored terminal <em>N</em>-electrophilicity in HIDCs. The operational simplicity, wide substrate scope, high product yields and mild conditions are notable features of the methodology.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"89 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2025-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00885a","RegionNum":1,"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 catalyst and additive-free nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo reagents as N-terminal electrophiles has been developed. The reaction not only leads to a facile access to highly functionalized hydrazones but also significantly advances the understanding of hitherto unexplored terminal N-electrophilicity in HIDCs. The operational simplicity, wide substrate scope, high product yields and mild conditions are notable features of the methodology.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.