镁催化烯烃和炔烃的氢磷化反应

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-07-19 DOI:10.1016/j.tet.2025.134849

Yongxin Feng, Xiaofei Rong, Xuguang Zhang, Yukang He, Mengtao Ma

{"title":"镁催化烯烃和炔烃的氢磷化反应","authors":"Yongxin Feng, Xiaofei Rong, Xuguang Zhang, Yukang He, Mengtao Ma","doi":"10.1016/j.tet.2025.134849","DOIUrl":null,"url":null,"abstract":"<div><div>The hydrophosphination of alkenes and alkynes catalyzed by simple commercially available magnesium reagent was reported. A range of alkenes were converted to the corresponding <em>anti</em>-Markovnikov alkylphosphine products in high yields and high regioselectivity under the presence of 10 mol% Grignard reagent MeMgI at room temperature. Meanwhile, the hydrophosphination of various alkynes was catalyzed by 10 mol% <sup>n</sup>Bu<sub>2</sub>Mg to afford the corresponding <em>anti</em>-Markovnikov <em>Z</em>-alkenylphosphines with high yields and excellent regioselectivity. Scale-up reaction show great potential in practical applications.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"185 ","pages":"Article 134849"},"PeriodicalIF":2.2000,"publicationDate":"2025-07-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Magnesium-catalyzed hydrophosphination of alkenes and alkynes\",\"authors\":\"Yongxin Feng, Xiaofei Rong, Xuguang Zhang, Yukang He, Mengtao Ma\",\"doi\":\"10.1016/j.tet.2025.134849\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The hydrophosphination of alkenes and alkynes catalyzed by simple commercially available magnesium reagent was reported. A range of alkenes were converted to the corresponding <em>anti</em>-Markovnikov alkylphosphine products in high yields and high regioselectivity under the presence of 10 mol% Grignard reagent MeMgI at room temperature. Meanwhile, the hydrophosphination of various alkynes was catalyzed by 10 mol% <sup>n</sup>Bu<sub>2</sub>Mg to afford the corresponding <em>anti</em>-Markovnikov <em>Z</em>-alkenylphosphines with high yields and excellent regioselectivity. Scale-up reaction show great potential in practical applications.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"185 \",\"pages\":\"Article 134849\"},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2025-07-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402025004053\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025004053","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

报道了用简易市售镁试剂催化烯烃和炔的加氢磷酸反应。在10 mol%的MeMgI存在下，一系列烯烃在室温下以高收率和高区域选择性转化为相应的抗马尔可夫尼科夫烷基膦产品。同时，用10 mol%的nBu2Mg催化各种炔的加氢磷酸化反应，得到相应的抗markovnikov z -烯基膦，收率高，区域选择性好。放大反应在实际应用中显示出巨大的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Magnesium-catalyzed hydrophosphination of alkenes and alkynes

查看原文本刊更多论文

Magnesium-catalyzed hydrophosphination of alkenes and alkynes

The hydrophosphination of alkenes and alkynes catalyzed by simple commercially available magnesium reagent was reported. A range of alkenes were converted to the corresponding anti-Markovnikov alkylphosphine products in high yields and high regioselectivity under the presence of 10 mol% Grignard reagent MeMgI at room temperature. Meanwhile, the hydrophosphination of various alkynes was catalyzed by 10 mol% ⁿBu₂Mg to afford the corresponding anti-Markovnikov Z-alkenylphosphines with high yields and excellent regioselectivity. Scale-up reaction show great potential in practical applications.

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

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.