{"title":"β‑Selective Addition of Pyrroles to Electron-Deficient Alkenes in Both Catalytic and Stoichiometric Modes on B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>.","authors":"Seina Sekine, Miho Kashiwa, Maho Kawakami, Takumi Sonoda, Arisa Ono, Teruhisa Tsuchimoto","doi":"10.1021/acsomega.5c00371","DOIUrl":null,"url":null,"abstract":"<p><p>To the best of our knowledge, the addition of pyrroles to electron-deficient alkenes (APEda) via electrophilic aromatic substitution (S<sub>E</sub>Ar) has been reported to occur exclusively at the α-position of the pyrrole without any formation, even in trace amounts, of a β-adduct, β-<b>3</b>. In sharp contrast to the prolonged immutable observation, we established an original S<sub>E</sub>Ar-based APEda (S<sub>E</sub>Ar-APEda) system applicable to both the catalytic and stoichiometric synthesis of β-<b>3</b>.</p>","PeriodicalId":22,"journal":{"name":"ACS Omega","volume":"10 21","pages":"21510-21518"},"PeriodicalIF":4.3000,"publicationDate":"2025-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12138597/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Omega","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acsomega.5c00371","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/6/3 0:00:00","PubModel":"eCollection","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
To the best of our knowledge, the addition of pyrroles to electron-deficient alkenes (APEda) via electrophilic aromatic substitution (SEAr) has been reported to occur exclusively at the α-position of the pyrrole without any formation, even in trace amounts, of a β-adduct, β-3. In sharp contrast to the prolonged immutable observation, we established an original SEAr-based APEda (SEAr-APEda) system applicable to both the catalytic and stoichiometric synthesis of β-3.
ACS OmegaChemical Engineering-General Chemical Engineering
CiteScore
6.60
自引率
4.90%
发文量
3945
审稿时长
2.4 months
期刊介绍:
ACS Omega is an open-access global publication for scientific articles that describe new findings in chemistry and interfacing areas of science, without any perceived evaluation of immediate impact.