银催化/ nbs介导的带有P(O)-OH键的炔的区域选择性溴磷酰化反应

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR
Peng Wang , Pei-Pei You , Weifeng Xu , Longzhi Zhu , Biquan Xiong
{"title":"银催化/ nbs介导的带有P(O)-OH键的炔的区域选择性溴磷酰化反应","authors":"Peng Wang ,&nbsp;Pei-Pei You ,&nbsp;Weifeng Xu ,&nbsp;Longzhi Zhu ,&nbsp;Biquan Xiong","doi":"10.1016/j.jorganchem.2025.123789","DOIUrl":null,"url":null,"abstract":"<div><div>A facile and convenient silver-catalyzed/NBS-mediated regioselective bromophosphoryloxylation of alkynes with P(O)-OH bonds has been developed. This methodology provides a straightforward approach for the difunctionalization of alkynes, enabling the synthesis of <em>α</em>-phosphoryl-substituted <em>β</em>‑bromo styrene derivatives. Notably, the reaction exhibits broad substrate scope, accommodating diverse alkyne and P(O)-OH compounds with varied electronic and steric properties, and affords corresponding products in moderate to excellent yields. Mechanistic studies, including controlled stepwise experiments, further support a plausible reaction pathway.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1039 ","pages":"Article 123789"},"PeriodicalIF":2.1000,"publicationDate":"2025-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Silver-catalyzed/NBS-mediated regioselective bromophosphoryloxylation of alkynes with P(O)-OH bonds\",\"authors\":\"Peng Wang ,&nbsp;Pei-Pei You ,&nbsp;Weifeng Xu ,&nbsp;Longzhi Zhu ,&nbsp;Biquan Xiong\",\"doi\":\"10.1016/j.jorganchem.2025.123789\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A facile and convenient silver-catalyzed/NBS-mediated regioselective bromophosphoryloxylation of alkynes with P(O)-OH bonds has been developed. This methodology provides a straightforward approach for the difunctionalization of alkynes, enabling the synthesis of <em>α</em>-phosphoryl-substituted <em>β</em>‑bromo styrene derivatives. Notably, the reaction exhibits broad substrate scope, accommodating diverse alkyne and P(O)-OH compounds with varied electronic and steric properties, and affords corresponding products in moderate to excellent yields. Mechanistic studies, including controlled stepwise experiments, further support a plausible reaction pathway.</div></div>\",\"PeriodicalId\":374,\"journal\":{\"name\":\"Journal of Organometallic Chemistry\",\"volume\":\"1039 \",\"pages\":\"Article 123789\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-07-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organometallic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0022328X25002827\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022328X25002827","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0

摘要

研究了一种银催化/ nbs介导的具有P(O)-OH键的炔基溴磷氧基化反应。该方法为炔的双官能化提供了一种简单的方法,使α-磷基取代β -溴苯乙烯衍生物的合成成为可能。值得注意的是,该反应具有广泛的底物范围,可容纳各种具有不同电子和空间性质的炔和P(O)-OH化合物,并以中等至优异的收率生产相应的产物。机制研究,包括控制逐步实验,进一步支持一个合理的反应途径。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Silver-catalyzed/NBS-mediated regioselective bromophosphoryloxylation of alkynes with P(O)-OH bonds

Silver-catalyzed/NBS-mediated regioselective bromophosphoryloxylation of alkynes with P(O)-OH bonds
A facile and convenient silver-catalyzed/NBS-mediated regioselective bromophosphoryloxylation of alkynes with P(O)-OH bonds has been developed. This methodology provides a straightforward approach for the difunctionalization of alkynes, enabling the synthesis of α-phosphoryl-substituted β‑bromo styrene derivatives. Notably, the reaction exhibits broad substrate scope, accommodating diverse alkyne and P(O)-OH compounds with varied electronic and steric properties, and affords corresponding products in moderate to excellent yields. Mechanistic studies, including controlled stepwise experiments, further support a plausible reaction pathway.
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
Journal of Organometallic Chemistry
Journal of Organometallic Chemistry 化学-无机化学与核化学
CiteScore
4.40
自引率
8.70%
发文量
221
审稿时长
36 days
期刊介绍: The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
×
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:604180095
Book学术官方微信