Exploring the Reactivity of Electrophilic Organic Carbonates and Thiocarbonates as Vehicles to Convert Hydrosulfide into COS and CS2

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC The Journal of Organic Chemistry Pub Date : 2024-10-15 DOI:10.1021/acs.joc.4c01690
Michael M. Wade Wolfe, Jonathan E. Pines, Andrew R. Sosa, Michael D. Pluth
{"title":"Exploring the Reactivity of Electrophilic Organic Carbonates and Thiocarbonates as Vehicles to Convert Hydrosulfide into COS and CS2","authors":"Michael M. Wade Wolfe, Jonathan E. Pines, Andrew R. Sosa, Michael D. Pluth","doi":"10.1021/acs.joc.4c01690","DOIUrl":null,"url":null,"abstract":"Hydrogen sulfide (H<sub>2</sub>S) and other reactive sulfur species are important small molecules with biological significance. In addition to common reactive sulfur species like H<sub>2</sub>S, polysulfides, and persulfides, both carbonyl sulfide (COS) and carbon disulfide (CS<sub>2</sub>) have been postulated to be potential sources of reduced sulfur. To better understand this possible connection, we demonstrate that H<sub>2</sub>S can be converted to COS and CS<sub>2</sub> by reaction with simple organic carbonate and thiocarbonate electrophiles, respectively.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3000,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c01690","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Hydrogen sulfide (H2S) and other reactive sulfur species are important small molecules with biological significance. In addition to common reactive sulfur species like H2S, polysulfides, and persulfides, both carbonyl sulfide (COS) and carbon disulfide (CS2) have been postulated to be potential sources of reduced sulfur. To better understand this possible connection, we demonstrate that H2S can be converted to COS and CS2 by reaction with simple organic carbonate and thiocarbonate electrophiles, respectively.

Abstract Image

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
探索亲电有机碳酸盐和硫代碳酸盐作为载体将硫化氢转化为 COS 和 CS2 的反应活性
硫化氢(H2S)和其他活性硫物种是具有生物学意义的重要小分子。除了 H2S、多硫化物和过硫化物等常见的活性硫之外,羰基硫化物(COS)和二硫化碳(CS2)也被认为是还原硫的潜在来源。为了更好地理解这种可能的联系,我们证明了 H2S 可分别与简单的有机碳酸盐和硫代碳酸盐亲电体反应转化为 COS 和 CS2。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
The Journal of Organic Chemistry
The Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
期刊最新文献
Pd-Catalyzed Synthesis of 1-(Hetero)aryl Thioglycosides: Strategy for the Trapping of an Acyl Group of Glycosylthioesters by Coupling of Bis-Electrophilic–Nucleophilic Partners Base-Mediated Annulation of ortho-Iminophenols and ortho-Vinylphenols with MBH Carbonates of Isatins: Straightforward Access to Dihydrobenzofuran and Benzofuran Derivatives Indium(III)-Catalyzed Synthesis of Pyrroles and Benzo[g]indoles by Intramolecular Cyclization of Homopropargyl Azides Exploring the Reactivity of Electrophilic Organic Carbonates and Thiocarbonates as Vehicles to Convert Hydrosulfide into COS and CS2 Tandem Acylation and Aromatization of Vinylogous Esters: A Regiospecific Approach to Resorcinyl Ketones
×
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