[3 + 2] cycloaddition between cyclic diaryl λ3-bromanes and nitrones towards the formation of dihydrobenzisoxazoles and an evaluation of regioisomeric bioactivity †
Jing-Yi Fan, Ming-Chuan Wang, Jian-Feng Zhou, Tong-Qi Gan, Wan-Xuan Zhang, Lin Wei and Bin-Jie Li
{"title":"[3 + 2] cycloaddition between cyclic diaryl λ3-bromanes and nitrones towards the formation of dihydrobenzisoxazoles and an evaluation of regioisomeric bioactivity †","authors":"Jing-Yi Fan, Ming-Chuan Wang, Jian-Feng Zhou, Tong-Qi Gan, Wan-Xuan Zhang, Lin Wei and Bin-Jie Li","doi":"10.1039/D4QO02102A","DOIUrl":null,"url":null,"abstract":"<p >Here, an example of an efficient construction of important dihydrobenzisoxazole cores from cycloaddition reactions between cyclic diaryl λ<small><sup>3</sup></small>-bromanes as the aryne precursors and nitrones is reported. Many dihydrobenzisoxazole-containing compounds were synthesized under transition-metal-free conditions, and this approach was found to feature a broad substrate scope, good functional group compatibility and reasonable regioselectivities. Preliminary bioactivity evaluations demonstrated that multiple examples of these dihydrobenzisoxazoles showed potential activities against porcine reproductive and respiratory syndrome virus (PRRSV).</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 4","pages":" 1212-1216"},"PeriodicalIF":4.6000,"publicationDate":"2024-12-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/qo/d4qo02102a","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
Here, an example of an efficient construction of important dihydrobenzisoxazole cores from cycloaddition reactions between cyclic diaryl λ3-bromanes as the aryne precursors and nitrones is reported. Many dihydrobenzisoxazole-containing compounds were synthesized under transition-metal-free conditions, and this approach was found to feature a broad substrate scope, good functional group compatibility and reasonable regioselectivities. Preliminary bioactivity evaluations demonstrated that multiple examples of these dihydrobenzisoxazoles showed potential activities against porcine reproductive and respiratory syndrome virus (PRRSV).
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.