{"title":"Electrochemical lactamization with CO2†","authors":"Ranran Zhang , Min Liu , Zhiwei Zhao , Youai Qiu","doi":"10.1039/d4gc05731g","DOIUrl":null,"url":null,"abstract":"<div><div>Hydroquinolinone with a free (NH)-lactam widely exists in natural products, pharmaceuticals, and organic compounds. Therefore, developing an efficient strategy to synthesize lactamization compounds is in high demand. Herein, we report an electrochemical lactamization using CO<sub>2</sub> as a carbonyl source under transition-metal-free conditions with moderate to excellent yields, which is eco-friendly and convenient. This approach shows a broad substrate scope and good functional group compatibility. The diverse products, as well as the various late-stage modifications of bio-relevant compounds, demonstrate its potential use in organic synthesis and pharmaceutical chemistry. Mechanistic studies are performed and provide support for the proposed mechanistic pathway.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"27 6","pages":"Pages 1658-1666"},"PeriodicalIF":9.3000,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926225000238","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Hydroquinolinone with a free (NH)-lactam widely exists in natural products, pharmaceuticals, and organic compounds. Therefore, developing an efficient strategy to synthesize lactamization compounds is in high demand. Herein, we report an electrochemical lactamization using CO2 as a carbonyl source under transition-metal-free conditions with moderate to excellent yields, which is eco-friendly and convenient. This approach shows a broad substrate scope and good functional group compatibility. The diverse products, as well as the various late-stage modifications of bio-relevant compounds, demonstrate its potential use in organic synthesis and pharmaceutical chemistry. Mechanistic studies are performed and provide support for the proposed mechanistic pathway.
期刊介绍:
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.