Visible Light-Mediated Decarboxylative Giese Addition Utilizing Thioxanthone or Thioxanthone-TfOH Complex as the Photocatalyst.

IF 3.9 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Charikleia S Batsika, Naya A Stini, Christoforos G Kokotos
{"title":"Visible Light-Mediated Decarboxylative Giese Addition Utilizing Thioxanthone or Thioxanthone-TfOH Complex as the Photocatalyst.","authors":"Charikleia S Batsika, Naya A Stini, Christoforos G Kokotos","doi":"10.1002/chem.202404483","DOIUrl":null,"url":null,"abstract":"<p><p>Synthetic photochemistry is an alternative, green and sustainable approach in organic synthesis, offering the possibility for the discovery of novel reactivities. Carboxylic acids are abundant and widely used as suitable radical precursors for light-mediated processes, providing access to products that are not accessible via conventional methods. Herein, we report a green, cheap, metal-free, photochemical decarboxylative protocol for the 1,4-radical conjugate addition (Giese reaction) using thioxanthone, a commercially available organic molecule, or a thioxanthone-triflic acid (TfOH) complex, as the photocatalyst, under LED 427 nm irradiation. A wide range of carboxylic acids, amino acids and Michael acceptors has been tested, affording the desired products in good to high yields.</p>","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202404483"},"PeriodicalIF":3.9000,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry - A European Journal","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/chem.202404483","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

Synthetic photochemistry is an alternative, green and sustainable approach in organic synthesis, offering the possibility for the discovery of novel reactivities. Carboxylic acids are abundant and widely used as suitable radical precursors for light-mediated processes, providing access to products that are not accessible via conventional methods. Herein, we report a green, cheap, metal-free, photochemical decarboxylative protocol for the 1,4-radical conjugate addition (Giese reaction) using thioxanthone, a commercially available organic molecule, or a thioxanthone-triflic acid (TfOH) complex, as the photocatalyst, under LED 427 nm irradiation. A wide range of carboxylic acids, amino acids and Michael acceptors has been tested, affording the desired products in good to high yields.

求助全文
约1分钟内获得全文 求助全文
来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信