Jinhui Cai, Wenting Zhang, Usman Muhammad, Weishuang Li and Yanjun Xie
{"title":"Recent advances in asymmetric synthesis of chiral benzoheterocycles via Earth-abundant metal catalysis","authors":"Jinhui Cai, Wenting Zhang, Usman Muhammad, Weishuang Li and Yanjun Xie","doi":"10.1039/D4QO01686F","DOIUrl":null,"url":null,"abstract":"<p >Due to the significance of chiral benzoheterocycles, the synthesis of these skeletons draws considerable attention from chemists and remarkable progress has been made in the last few decades. However, most of the methods employ noble transition metals as catalysts. Herein, this review mainly focuses on the facile assembly of enantio-enriched benzoheterocycles <em>via</em> Earth-abundant metal catalysis. To date, numerous methods have been well developed, such as the Ullmann reaction, hydroarylation, borylation or cycloetherification of alkenes, O–H insertion of α-diazo esters, tandem arylation of heteroatom-linked olefins, kinetic resolution, hydrofunctionalization of dihydroquinolines, and other kinds of methods, which are discussed in detail in this review. Furthermore, we also discuss the existing limitations of the previously reported methods and the perspectives in this field.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 22","pages":" 6534-6557"},"PeriodicalIF":4.6000,"publicationDate":"2024-10-10","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/2024/qo/d4qo01686f","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
Due to the significance of chiral benzoheterocycles, the synthesis of these skeletons draws considerable attention from chemists and remarkable progress has been made in the last few decades. However, most of the methods employ noble transition metals as catalysts. Herein, this review mainly focuses on the facile assembly of enantio-enriched benzoheterocycles via Earth-abundant metal catalysis. To date, numerous methods have been well developed, such as the Ullmann reaction, hydroarylation, borylation or cycloetherification of alkenes, O–H insertion of α-diazo esters, tandem arylation of heteroatom-linked olefins, kinetic resolution, hydrofunctionalization of dihydroquinolines, and other kinds of methods, which are discussed in detail in this review. Furthermore, we also discuss the existing limitations of the previously reported methods and the perspectives in this field.
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.