{"title":"Synthesis of di/trifluoromethyl bis(1,2,4-triazoline)spiranes and 1,2,4-triazoles <i>via</i> 1,3-dipolar cycloaddition of nitrilimines and carbodiimides.","authors":"Yuxiu Zhou, Xiaoyong Li, Xiaokang Liu, Danfeng Huang, Ke-Hu Wang, Junjiao Wang, Yulai Hu","doi":"10.1039/d4ob01821d","DOIUrl":null,"url":null,"abstract":"<p><p>An efficient strategy for constructing di/trifluoromethyl bis(1,2,4-triazoline)spiranes and 1,2,4-triazoles <i>via</i> 1,3-dipolar cycloaddition reaction of nitrilimines and carbodiimides was developed. Various <i>N</i>-aryl di/trifluoromethyl acetohydrazonoyl bromides are well tolerated in the reaction, providing the target products in good regioselectivity and yields. This method features simple operation, high efficiency and mild reaction conditions for the rapid synthesis of complex fluoroalkylated nitrogen-rich spirocyclic compounds.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2025-02-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob01821d","RegionNum":3,"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
An efficient strategy for constructing di/trifluoromethyl bis(1,2,4-triazoline)spiranes and 1,2,4-triazoles via 1,3-dipolar cycloaddition reaction of nitrilimines and carbodiimides was developed. Various N-aryl di/trifluoromethyl acetohydrazonoyl bromides are well tolerated in the reaction, providing the target products in good regioselectivity and yields. This method features simple operation, high efficiency and mild reaction conditions for the rapid synthesis of complex fluoroalkylated nitrogen-rich spirocyclic compounds.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.