Pyrazole-Sulfone hybridization via silver-catalyzed regioselective aza-Michael addition of pyrazoles to vinyl sulfones: Synthesis of N-sulfonylethylated pyrazoles
{"title":"Pyrazole-Sulfone hybridization via silver-catalyzed regioselective aza-Michael addition of pyrazoles to vinyl sulfones: Synthesis of N-sulfonylethylated pyrazoles","authors":"Xue Zhang (Conceptualization Writing – original draft Writing – review & editing) , Yang Song (Data curation Formal analysis) , Yutong Peng (Investigation) , Dakang Zhu (Methodology) , Wanxin Zhang (Investigation) , Haifeng Yu (Conceptualization) , Xiaobo Zhao (Project administration)","doi":"10.1080/00397911.2025.2518387","DOIUrl":null,"url":null,"abstract":"<div><div>In this research, the facile pyrazole-sulfone hybridization via Ag<sub>2</sub>CO<sub>3</sub>-catalyzed aza-Michael addition of pyrazoles to vinyl sulfones has been developed. The methodology offers an efficient and regioselective synthesis of <em>N</em>-sulfonylethylated pyrazoles as an important subset of pyrazole-sulfone hybrids and it featured mild reaction conditions, excellent yields and high regioselectivity (reaching the highest <em>N</em><sup>1</sup>/<em>N</em><sup>2</sup> ratio of 25:1).</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 13","pages":"Pages 985-995"},"PeriodicalIF":1.8000,"publicationDate":"2025-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791125000578","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
In this research, the facile pyrazole-sulfone hybridization via Ag2CO3-catalyzed aza-Michael addition of pyrazoles to vinyl sulfones has been developed. The methodology offers an efficient and regioselective synthesis of N-sulfonylethylated pyrazoles as an important subset of pyrazole-sulfone hybrids and it featured mild reaction conditions, excellent yields and high regioselectivity (reaching the highest N1/N2 ratio of 25:1).
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.