I2/DMSO催化体系对环丁烯酮Baeyer-Villiger氧化的替代方法

IF 9.3 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Green Chemistry Pub Date : 2023-08-23 DOI:10.1039/D3GC01756G
Yichen Sun, Zhibin Hu, Jing Peng, Qixue Qin and Ning Jiao
{"title":"I2/DMSO催化体系对环丁烯酮Baeyer-Villiger氧化的替代方法","authors":"Yichen Sun, Zhibin Hu, Jing Peng, Qixue Qin and Ning Jiao","doi":"10.1039/D3GC01756G","DOIUrl":null,"url":null,"abstract":"<p >The Baeyer–Villiger oxidation represents a valuable reaction that enables the conversion of ketones into esters or lactones. Here, we present a novel and efficient approach utilizing I<small><sub>2</sub></small> as a catalyst for the oxidative rearrangement of cyclobutenones, resulting in the synthesis of furan-2(5<em>H</em>)-one. Notably, this method employs dimethyl sulfoxide (DMSO) as a greener oxidant and source of oxygen. The reaction proceeds smoothly with catalytic amounts of iodine, yielding lactones in good yields. Compared to conventional Baeyer–Villiger oxidation reactions that rely on peroxyl acids or hydrogen peroxide, the use of DMSO offers a safer and more versatile alternative.</p>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":" 18","pages":" 7079-7083"},"PeriodicalIF":9.3000,"publicationDate":"2023-08-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Alternative method to Baeyer–Villiger oxidation of cyclobutenones using I2/DMSO catalytic systems†\",\"authors\":\"Yichen Sun, Zhibin Hu, Jing Peng, Qixue Qin and Ning Jiao\",\"doi\":\"10.1039/D3GC01756G\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The Baeyer–Villiger oxidation represents a valuable reaction that enables the conversion of ketones into esters or lactones. Here, we present a novel and efficient approach utilizing I<small><sub>2</sub></small> as a catalyst for the oxidative rearrangement of cyclobutenones, resulting in the synthesis of furan-2(5<em>H</em>)-one. Notably, this method employs dimethyl sulfoxide (DMSO) as a greener oxidant and source of oxygen. The reaction proceeds smoothly with catalytic amounts of iodine, yielding lactones in good yields. Compared to conventional Baeyer–Villiger oxidation reactions that rely on peroxyl acids or hydrogen peroxide, the use of DMSO offers a safer and more versatile alternative.</p>\",\"PeriodicalId\":78,\"journal\":{\"name\":\"Green Chemistry\",\"volume\":\" 18\",\"pages\":\" 7079-7083\"},\"PeriodicalIF\":9.3000,\"publicationDate\":\"2023-08-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Green Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2023/gc/d3gc01756g\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2023/gc/d3gc01756g","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: 1

摘要

Baeyer-Villiger氧化反应是一种有价值的反应,可以将酮转化为酯或内酯。在这里,我们提出了一种新颖而有效的方法,利用I2作为环丁烯酮氧化重排的催化剂,合成呋喃-2(5H)- 1。值得注意的是,该方法使用二甲基亚砜(DMSO)作为更环保的氧化剂和氧气来源。在碘的催化量下,反应顺利进行,内酯产量高。与依赖过氧酸或过氧化氢的传统bayer - villiger氧化反应相比,使用DMSO提供了一种更安全、更通用的替代方法。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Alternative method to Baeyer–Villiger oxidation of cyclobutenones using I2/DMSO catalytic systems†

The Baeyer–Villiger oxidation represents a valuable reaction that enables the conversion of ketones into esters or lactones. Here, we present a novel and efficient approach utilizing I2 as a catalyst for the oxidative rearrangement of cyclobutenones, resulting in the synthesis of furan-2(5H)-one. Notably, this method employs dimethyl sulfoxide (DMSO) as a greener oxidant and source of oxygen. The reaction proceeds smoothly with catalytic amounts of iodine, yielding lactones in good yields. Compared to conventional Baeyer–Villiger oxidation reactions that rely on peroxyl acids or hydrogen peroxide, the use of DMSO offers a safer and more versatile alternative.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
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.
期刊最新文献
Back cover Measuring green chemistry: methods, models, and metrics Inside back cover Back cover Development of a highly efficient electrocatalytic hydrogenation and dehalogenation system using a flow cell with a Pd tube cathode
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1