• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

双（2,2,2-三氟乙基）膦酸酯作为合成H-膦酸酯的便捷前体。

Bis(2,2,2 trifluoroethyl) Phosphonate as a Convenient Precursor for the Synthesis of H-Phosphonates.

作者信息

Pohl Jean-Marie, Stöhr Fabian, Kramer Tim, Becker Jonathan, Göttlich Richard

机构信息

Institute for Organic Chemistry, Justus-Liebig-Universität Giessen, Heinrich-Buff-Ring 17, 35392 Giessen, Germany.

Institute for Inorganic and Analytical Chemistry, Justus-Liebig-Universität Giessen, Heinrich-Buff-Ring 17, 35392 Giessen, Germany.

出版信息

Molecules. 2024 May 21;29(11):2432. doi: 10.3390/molecules29112432.

DOI:10.3390/molecules29112432
PMID:38893307
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11173472/
Abstract

A microwave-assisted synthesis of dialkyl and cyclic H-phosphonates via bis(2,2,2 trifluoroethyl) phosphonate (BTFEP) is described. This method enables the synthesis of various cyclic H-phosphonates and hetero-substituted dialkyl H-phosphonates by simple alcoholysis under non-inert and additive-free conditions. Short reaction times and the requirement for only stoichiometric amounts of alcohol render this method attractive for synthetic applications.

摘要

描述了一种通过双（2,2,2-三氟乙基）膦酸酯（BTFEP）微波辅助合成二烷基和环状H-膦酸酯的方法。该方法能够在非惰性和无添加剂条件下通过简单的醇解反应合成各种环状H-膦酸酯和杂取代二烷基H-膦酸酯。短反应时间以及仅需化学计量的醇使得该方法在合成应用中具有吸引力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/5ca6b1a7c570/molecules-29-02432-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/f73b8ef37520/molecules-29-02432-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/8ca479693739/molecules-29-02432-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/88df7e46d81f/molecules-29-02432-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/cc8097e61879/molecules-29-02432-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/667cc3af5ed8/molecules-29-02432-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/9d33ae223db4/molecules-29-02432-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/31c15953abe0/molecules-29-02432-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/5ca6b1a7c570/molecules-29-02432-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/f73b8ef37520/molecules-29-02432-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/8ca479693739/molecules-29-02432-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/88df7e46d81f/molecules-29-02432-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/cc8097e61879/molecules-29-02432-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/667cc3af5ed8/molecules-29-02432-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/9d33ae223db4/molecules-29-02432-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/31c15953abe0/molecules-29-02432-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/984b/11173472/5ca6b1a7c570/molecules-29-02432-g003.jpg

相似文献

1
Bis(2,2,2 trifluoroethyl) Phosphonate as a Convenient Precursor for the Synthesis of H-Phosphonates.双（2,2,2-三氟乙基）膦酸酯作为合成H-膦酸酯的便捷前体。
Molecules. 2024 May 21;29(11):2432. doi: 10.3390/molecules29112432.
2
Continuous Flow Alcoholysis of Dialkyl H-Phosphonates with Aliphatic Alcohols.脂肪醇连续醇解二烷基 H-膦酸酯。
Molecules. 2018 Jul 3;23(7):1618. doi: 10.3390/molecules23071618.
3
Continuous Flow Esterification of a -Phosphinic Acid, and Transesterification of -phosphinates and -Phosphonates under Microwave Conditions.微波条件下 -膦酸的连续流酯化反应及 -膦酸酯和 -膦酸酯的酯交换反应。
Molecules. 2020 Feb 7;25(3):719. doi: 10.3390/molecules25030719.
4
A new bis(2,2,2-trifluoroethyl)phosphonate for the synthesis of Z-unsaturated N-methoxy-N-methylamides.
J Org Chem. 2002 Jul 26;67(15):5437-9. doi: 10.1021/jo025816s.
5
SYNTHESIS OF SYMMETRICAL METHYLENEBIS(ALKYL HYDROGEN PHOSPHONATES) BY SELECTIVE CLEAVAGE OF METHYLENEBIS(DIALKYL PHOSPHONATES) WITH MORPHOLINE.通过用吗啉选择性裂解亚甲基双（二烷基膦酸酯）合成对称亚甲基双（烷基氢膦酸酯）
Synth Commun. 2004 Jan 1;34(2):331-344. doi: 10.1081/SCC-120027271. Epub 2011 Oct 18.
6
Solvent-free visible-light-mediated α-phosphorylation and Csp-H activation of tertiary and secondary amines at room temperature in the presence of cadmium sulfide nanophotocatalyst.在硫化镉纳米光催化剂存在下，于室温进行无溶剂可见光介导的叔胺和仲胺的α-磷酸化及Csp-H活化反应。
Photochem Photobiol Sci. 2023 Aug;22(8):1839-1853. doi: 10.1007/s43630-023-00414-4. Epub 2023 Apr 16.
7
Synthesis of Phosphonates with Identical and Different Alkyl Groups by the Microwave-Assisted Alkylation of Phosphonic Ester-Acid Derivatives.通过微波辅助膦酸酯 - 酸衍生物的烷基化反应合成具有相同和不同烷基的膦酸酯
Chempluschem. 2023 Feb;88(2):e202200342. doi: 10.1002/cplu.202200342. Epub 2022 Nov 24.
8
Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates.用于合成混合膦酸酯的二烷基膦酸酯的直接芳氧基化/烷氧基化反应
Angew Chem Int Ed Engl. 2018 May 28;57(22):6624-6628. doi: 10.1002/anie.201802082. Epub 2018 May 7.
9
Addition of H-phosphonates to quinine-derived carbonyl compounds. An unexpected C9 phosphonate-phosphate rearrangement and tandem intramolecular piperidine elimination.在奎宁衍生的羰基化合物中加入 H-膦酸酯。意想不到的 C9 膦酸酯-磷酸酯重排和串联分子内哌啶消除。
Beilstein J Org Chem. 2014 Apr 17;10:883-9. doi: 10.3762/bjoc.10.85. eCollection 2014.
10
Study on the Microwave-Assisted Batch and Continuous Flow Synthesis of -Alkyl-Isoindolin-1-One-3-Phosphonates by a Special Kabachnik-Fields Condensation.特殊 Kabachnik-Fields 缩合条件下微波辅助分批和连续流合成 - 烷基-异吲哚啉-1-酮-3-膦酸酯的研究。
Molecules. 2020 Jul 21;25(14):3307. doi: 10.3390/molecules25143307.

本文引用的文献

1
A highly efficient catalytic method for the synthesis of phosphite diesters.一种用于合成亚磷酸二酯的高效催化方法。
Chem Sci. 2024 Apr 17;15(21):8190-8196. doi: 10.1039/d4sc01401d. eCollection 2024 May 29.
2
H-Phosphonate Chemistry in the Synthesis of Electrically Neutral and Charged Antiviral and Anticancer Pronucleotides.用于合成电中性和带电荷的抗病毒及抗癌前体核苷酸的H-膦酸酯化学
Front Chem. 2020 Nov 13;8:595738. doi: 10.3389/fchem.2020.595738. eCollection 2020.
3
Empowering the Medicinal Applications of Bisphosphonates by Unveiling their Synthesis Details.
揭示双膦酸盐的合成细节，赋予其医学应用潜力。
Molecules. 2020 Jun 18;25(12):2821. doi: 10.3390/molecules25122821.
4
H-Phosphonate Synthesis and Biological Evaluation of an Immunomodulatory Phosphoglycolipid from Thermophilic Bacteria.热泉细菌免疫调节磷酸糖脂的 H-膦酸酯合成及生物学评价。
Org Lett. 2020 Apr 3;22(7):2569-2573. doi: 10.1021/acs.orglett.0c00487. Epub 2020 Mar 23.
5
Continuous Flow Esterification of a -Phosphinic Acid, and Transesterification of -phosphinates and -Phosphonates under Microwave Conditions.微波条件下 -膦酸的连续流酯化反应及 -膦酸酯和 -膦酸酯的酯交换反应。
Molecules. 2020 Feb 7;25(3):719. doi: 10.3390/molecules25030719.
6
Phosphite-Catalyzed C-H Allylation of Azaarenes via an Enantioselective [2,3]-Aza-Wittig Rearrangement.膦催化氮杂芳烃的 C-H 烯丙基化反应：通过对映选择性[2,3]-氮杂-Wittig 重排。
Angew Chem Int Ed Engl. 2019 Oct 1;58(40):14104-14109. doi: 10.1002/anie.201906681. Epub 2019 Aug 29.
7
Strong influence of weak hydrogen bonding on actinide-phosphonate complexation: accurate predictions from DFT followed by experimental validation.弱氢键对锕系元素-膦酸配合物的强烈影响：DFT 预测结合实验验证
Phys Chem Chem Phys. 2019 Mar 6;21(10):5566-5577. doi: 10.1039/c9cp00479c.
8
Enantioselective Ni-Al Bimetallic Catalyzed exo-Selective C-H Cyclization of Imidazoles with Alkenes.手性镍-铝双金属催化的吲哚与烯烃的 exo-选择性 C-H 环化反应。
J Am Chem Soc. 2018 Apr 25;140(16):5360-5364. doi: 10.1021/jacs.8b02547. Epub 2018 Apr 16.
9
Hydrophosphorylation of Alkynes Catalyzed by Palladium: Generality and Mechanism.炔烃的钯催化水膦化：普遍性和机理。
J Am Chem Soc. 2018 Feb 28;140(8):3139-3155. doi: 10.1021/jacs.8b00550. Epub 2018 Feb 19.
10
Modular Synthesis of Diverse Natural Product-Like Macrocycles: Discovery of Hits with Antimycobacterial Activity.多样类天然产物大环化合物的模块化合成：具有抗分枝杆菌活性的活性化合物的发现
Chemistry. 2017 May 29;23(30):7207-7211. doi: 10.1002/chem.201701150. Epub 2017 May 2.