{"title":"Recent advances in the organocatalytic synthesis of chiral C3-spiro-cyclopentaneoxindoles.","authors":"Yan-Qing Liu, Yan Wu, Bin Li, Xue Tang, Chu Chen","doi":"10.1039/d4ob01773k","DOIUrl":null,"url":null,"abstract":"<p><p>Although there have been various reviews on the asymmetric construction of C3-spirooxindoles, there is a scarcity of reviews focusing on the asymmetric organocatalytic synthesis of C3-spiro-cyclopentaneoxindole derivatives. This particular scaffold has garnered significant attention from synthetic chemists due to its relevance in medicinal chemistry. In this review, we provide an overview of recent advancements in the asymmetric organocatalytic synthesis of various C3-spiro-cyclopentaneoxindoles using organic catalysts. The work is divided into sections according to the type of catalysis, including covalent catalysis (amine catalysis and N-heterocyclic carbene catalysis) and non-covalent catalysis (chiral phosphoric acid catalysis, hydrogen bond catalysis, and phase transfer catalysis). Furthermore, we discuss existing challenges and future directions within this field. It is our belief that this review will serve as an informative resource for researchers engaged in synthesizing C3-spiro-cyclopentaneoxindoles and inspire further advancements in this area.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2024-12-04","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/d4ob01773k","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
Although there have been various reviews on the asymmetric construction of C3-spirooxindoles, there is a scarcity of reviews focusing on the asymmetric organocatalytic synthesis of C3-spiro-cyclopentaneoxindole derivatives. This particular scaffold has garnered significant attention from synthetic chemists due to its relevance in medicinal chemistry. In this review, we provide an overview of recent advancements in the asymmetric organocatalytic synthesis of various C3-spiro-cyclopentaneoxindoles using organic catalysts. The work is divided into sections according to the type of catalysis, including covalent catalysis (amine catalysis and N-heterocyclic carbene catalysis) and non-covalent catalysis (chiral phosphoric acid catalysis, hydrogen bond catalysis, and phase transfer catalysis). Furthermore, we discuss existing challenges and future directions within this field. It is our belief that this review will serve as an informative resource for researchers engaged in synthesizing C3-spiro-cyclopentaneoxindoles and inspire further advancements in this area.
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.