利用可见光光氧化催化中继 C(sp3)-H键三氟甲基硫代和酰胺化反应

IF 10.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Science China Chemistry Pub Date : 2024-10-12 DOI:10.1007/s11426-024-2259-7
Junheng Liu, Suqi Yang, Shunruo Yao, Chengjian Zhu, Yong Liu, Weipeng Li, Jin Xie
{"title":"利用可见光光氧化催化中继 C(sp3)-H键三氟甲基硫代和酰胺化反应","authors":"Junheng Liu,&nbsp;Suqi Yang,&nbsp;Shunruo Yao,&nbsp;Chengjian Zhu,&nbsp;Yong Liu,&nbsp;Weipeng Li,&nbsp;Jin Xie","doi":"10.1007/s11426-024-2259-7","DOIUrl":null,"url":null,"abstract":"<div><p>Selective functionaliz0ation of C(sp<sup>3</sup>)–H bonds is a straightforward and practical method to construct complex molecule skeletons. In this field, direct transformation of unactivated C(sp<sup>3</sup>)–H bonds into C(sp<sup>3</sup>)–SCF<sub>3</sub> architectures is still a great challenge. We report a highly selective trifluoromethylthiolation of unactivated aliphatic C(sp<sup>3</sup>)–H bonds by combination of proton-coupled electron transfer (PCET) and hydrogen atom transfer (HAT) strategy. A wide range of structurally diverse alkyl trifluoromethyl sulfides are obtained. Furthermore, the use of two different photocatalysts can realize an unprecedented trifluoromethylthiolation and amidation cascade of different C(sp<sup>3</sup>)–H bonds. It can afford a good access to bifunctionalized molecules in synthetically useful yields.\n</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":772,"journal":{"name":"Science China Chemistry","volume":"67 11","pages":"3844 - 3850"},"PeriodicalIF":10.4000,"publicationDate":"2024-10-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Relay C(sp3)-H bond trifluoromethylthiolation and amidation by visible light photoredox catalysis\",\"authors\":\"Junheng Liu,&nbsp;Suqi Yang,&nbsp;Shunruo Yao,&nbsp;Chengjian Zhu,&nbsp;Yong Liu,&nbsp;Weipeng Li,&nbsp;Jin Xie\",\"doi\":\"10.1007/s11426-024-2259-7\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Selective functionaliz0ation of C(sp<sup>3</sup>)–H bonds is a straightforward and practical method to construct complex molecule skeletons. In this field, direct transformation of unactivated C(sp<sup>3</sup>)–H bonds into C(sp<sup>3</sup>)–SCF<sub>3</sub> architectures is still a great challenge. We report a highly selective trifluoromethylthiolation of unactivated aliphatic C(sp<sup>3</sup>)–H bonds by combination of proton-coupled electron transfer (PCET) and hydrogen atom transfer (HAT) strategy. A wide range of structurally diverse alkyl trifluoromethyl sulfides are obtained. Furthermore, the use of two different photocatalysts can realize an unprecedented trifluoromethylthiolation and amidation cascade of different C(sp<sup>3</sup>)–H bonds. It can afford a good access to bifunctionalized molecules in synthetically useful yields.\\n</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":772,\"journal\":{\"name\":\"Science China Chemistry\",\"volume\":\"67 11\",\"pages\":\"3844 - 3850\"},\"PeriodicalIF\":10.4000,\"publicationDate\":\"2024-10-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Science China Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11426-024-2259-7\",\"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":"Science China Chemistry","FirstCategoryId":"1","ListUrlMain":"https://link.springer.com/article/10.1007/s11426-024-2259-7","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

摘要

C(sp3)-H 键的选择性官能化是构建复杂分子骨架的一种直接而实用的方法。在这一领域,将未活化的 C(sp3)-H 键直接转化为 C(sp3)-SCF3 结构仍然是一个巨大的挑战。我们报告了通过结合质子耦合电子转移(PCET)和氢原子转移(HAT)策略,对未活化的脂肪族 C(sp3)-H 键进行高选择性三氟甲基硫代反应的情况。结果获得了多种结构不同的三氟甲基烷基硫化物。此外,使用两种不同的光催化剂可以实现前所未有的不同 C(sp3)-H 键的三氟甲基硫代和酰胺化级联反应。这为合成双官能团分子提供了良好的途径。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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
Relay C(sp3)-H bond trifluoromethylthiolation and amidation by visible light photoredox catalysis

Selective functionaliz0ation of C(sp3)–H bonds is a straightforward and practical method to construct complex molecule skeletons. In this field, direct transformation of unactivated C(sp3)–H bonds into C(sp3)–SCF3 architectures is still a great challenge. We report a highly selective trifluoromethylthiolation of unactivated aliphatic C(sp3)–H bonds by combination of proton-coupled electron transfer (PCET) and hydrogen atom transfer (HAT) strategy. A wide range of structurally diverse alkyl trifluoromethyl sulfides are obtained. Furthermore, the use of two different photocatalysts can realize an unprecedented trifluoromethylthiolation and amidation cascade of different C(sp3)–H bonds. It can afford a good access to bifunctionalized molecules in synthetically useful yields.

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
Science China Chemistry
Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
14.40
自引率
7.30%
发文量
3787
审稿时长
2.2 months
期刊介绍: Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.
期刊最新文献
Relay C(sp3)-H bond trifluoromethylthiolation and amidation by visible light photoredox catalysis Enantioselective iridium-catalyzed allylic substitution with a Reformatsky reagent: direct construction of β-stereogenic homoallylic esters Thioredoxin pathway regulated live-cell synthesis of CdSe quantum dots in Saccharomyces cerevisiae Porous organic cages as a novel platform for second harmonic generation Tandem electrocatalysis for CO2 reduction to multi-carbons
×
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