Liming Chen , Haohua Chen , Lixin Xu , Kun Cao , Mingguo Yang , Yurong Liu , Shihan Liu , Yu Lan , Zhiguo Zhang , Guisheng Zhang
{"title":"Photooxidative tandem cyclization of enamines to polysubstituted pyrroles: a combined experimental and theoretical study†","authors":"Liming Chen , Haohua Chen , Lixin Xu , Kun Cao , Mingguo Yang , Yurong Liu , Shihan Liu , Yu Lan , Zhiguo Zhang , Guisheng Zhang","doi":"10.1039/d4gc05884d","DOIUrl":null,"url":null,"abstract":"<div><div>An intermolecular dimerization of enamines to polysubstituted pyrroles was realized in moderate yields <em>via</em> a photocatalytic oxidative tandem cyclization method. This visible-light-triggered cyclization offers advantages such as eliminating the need for an external photocatalyst, acid, base or additives, the ready availability of starting materials, and a simple operation process. Extensive substrate scope and rapid assembly of the biologically valuable pyrrole derivatives confirmed the compatibility and practicability of this methodology. DFT calculations and experimental studies played a vital role in the successful implementation of this research. Furthermore, this study opened a new avenue to construct pyrrole scaffolds and related functional materials.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"27 5","pages":"Pages 1423-1429"},"PeriodicalIF":9.2000,"publicationDate":"2025-01-07","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/S1463926224010148","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/12/17 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
An intermolecular dimerization of enamines to polysubstituted pyrroles was realized in moderate yields via a photocatalytic oxidative tandem cyclization method. This visible-light-triggered cyclization offers advantages such as eliminating the need for an external photocatalyst, acid, base or additives, the ready availability of starting materials, and a simple operation process. Extensive substrate scope and rapid assembly of the biologically valuable pyrrole derivatives confirmed the compatibility and practicability of this methodology. DFT calculations and experimental studies played a vital role in the successful implementation of this research. Furthermore, this study opened a new avenue to construct pyrrole scaffolds and related functional materials.
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.
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