CAS: 866252-52-0; 4,5-Dimethoxy-2-(Trimethylsilyl)Phenyl Trifluoromethanesulfonate

该化合物是有机化合物,其结构复杂,包括一个由两种甲基氧基和三甲基硅基组替代的苯环,以及一个三氟甲烷硫酸盐功能组.该化合物通常用作有机合成的试剂,特别是用于引入三氟甲烷泡沫组的反应,该组是一个良好的离子组.甲基氧基组的存在提高了芳香环的电子密度,促进了核循环替代反应.三甲基硅基组提供了稳定性,还能够影响化合物的溶性与再活性.从物理特性来看,该组在室内温度上可能是固体的,在有机溶剂中具有中度溶性.应当参考安全数据,因为三氟甲烷泡沫衍生物是危险的,实验室环境应当遵循适当的处理程序.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

Hexamethyldisiloxane trifluoromethylsulfonic anhydride 2-bromo-4,5-dimethoxyphenol 1,1,1,3,3,3-hexamethyl-disilazane (5,6-dimethoxybenzofuran-2-yl)(phenyl)methanone

合成工艺路线路线简述

  • 1276113-16-6 + 358-23-6 = 866252-52-0
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 20 Min,-78 °C1.2 Solvents: Tetrahydrofuran; 10 Min,-78 °C1.3 Reagents: Sodium Bicarbonate,Water; -78 °C
    标题:Benzyne Polyfunctionalization Via A Tandem C-C σ-Bond Insertion And Photo-Nazarov Cyclization
    作者:Wan,Caiwen; Et Al
    参考文献:Organic Letters 日期:2022 卷标:24(40) 页码:7276-7281]

    2033-89-8 + 358-23-6 = 866252-52-0
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 2 H,70 °C1.3 Reagents: Butyllithium Solvents: Tetrahydrofuran; -78 °C; 1 H,-78 °C1.4 -78 °C; 1 H,-78 °C1.5 Reagents: Sodium Bicarbonate Solvents: Water; Cooled
    标题:Trifluoromethyl Aryl Sulfonates (Tfms): An Applicable Trifluoromethoxylation Reagent
    作者:Lei,Meng; Et Al
    参考文献:Tetrahedron Letters 日期:2019 卷标:60(20) 页码:1389-1392]

    129103-69-1 = 866252-52-0
    反应条件:1.1 Solvents: Tetrahydrofuran; 3 H,Reflux2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 2 H,-78 °C2.2 -78 °C; 1 H,-78 °C2.3 Reagents: Sodium Bicarbonate Solvents: Water; -78 °C; 4 H,Rt
    标题:(3 + 2)-Annulation Of P-Quinamine And Aryne: A Strategy To Construct The Multisubstituted Hydrocarbazoles
    作者:Xu,Dengyu; Et Al
    参考文献:Organic Letters 日期:2017 卷标:19(13) 页码:3600-3603]

    358-23-6 + 129103-69-1 = 866252-52-0
    反应条件:1.1 Solvents: Tetrahydrofuran; 3 H,Reflux1.2 Reagents: Butyllithium Solvents: Tetrahydrofuran; -80 °C; 1 H,-80 °C1.3 -80 °C; 1 H,-80 °C1.4 Reagents: Sodium Bicarbonate Solvents: Water
    标题:Benzannulation Of Arynes With Dimethylacetonedicarboxylates Via An Insertion-Fragmentation-Dieckman-Aromatization Cascade: Expeditious Entry To Naphthoresorcinols And Binaphthoresorcinols
    作者:Singh,Shweta; Et Al
    参考文献:Tetrahedron 日期:2019 卷标:75(21) 页码:2923-2932]

    358-23-6 + 129103-69-1 = 866252-52-0
    反应条件:1.1 Solvents: Tetrahydrofuran; Rt; 3 H,Reflux; Reflux -> Rt1.2 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -100 °C; 20 Min,-100 °C -> -78 °C; -78 °C -> -100 °C1.3 -100 °C; 20 Min,-100 °C -> -78 °C1.4 Reagents: Sodium Bicarbonate Solvents: Water; Cooled
    标题:Access To Highly Functionalized Indanes From Arynes And α,γ-Diketo Esters
    作者:Hu,Wanyao; Et Al
    参考文献:Organic Letters 日期:2019 卷标:21(4) 页码:941-945]

    129103-69-1 = 866252-52-0 [标题:Reaction Conditions
    标题:Copper-Mediated Trifluoromethylation-Allylation Of Arynes
    作者:Yang,Xinkan; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(4) 页码:1179-1182]

    2033-89-8 + 358-23-6 = 866252-52-0
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 0 °C; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 2 H,Reflux; Reflux -> Rt1.3 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 1.5 H,-78 °C1.4 -78 °C; 2 H,-78 °C1.5 Reagents: Sodium Bicarbonate Solvents: Water; -78 °C
    标题:Copper-Mediated Cascade C-H/n-H Annulation Of Indolocarboxamides With Arynes: Construction Of Tetracyclic Indoloquinoline Alkaloids
    作者:Zhang,Ting-Yu; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(1) 页码:220-223]

    2104695-66-9 + 358-23-6 = 866252-52-0
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 2 H,-78 °C1.2 -78 °C; 1 H,-78 °C1.3 Reagents: Sodium Bicarbonate Solvents: Water; -78 °C; 4 H,Rt
    标题:(3 + 2)-Annulation Of P-Quinamine And Aryne: A Strategy To Construct The Multisubstituted Hydrocarbazoles
    作者:Xu,Dengyu; Et Al
    参考文献:Organic Letters 日期:2017 卷标:19(13) 页码:3600-3603]

    129103-69-1 = 866252-52-0
    反应条件:1.1 Solvents: Tetrahydrofuran; Overnight,Reflux2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 20 Min,-78 °C2.2 Solvents: Tetrahydrofuran; 10 Min,-78 °C2.3 Reagents: Sodium Bicarbonate,Water; -78 °C
    标题:Benzyne Polyfunctionalization Via A Tandem C-C σ-Bond Insertion And Photo-Nazarov Cyclization
    作者:Wan,Caiwen; Et Al
    参考文献:Organic Letters 日期:2022 卷标:24(40) 页码:7276-7281
📜2-溴-4,5-二甲氧基苯酚置于正丁基锂体系中,用 四氢呋喃 作为反应溶剂,化学反应 4.5H,反应生成 4,5-二甲氧基-2-(三甲基硅基)苯基三氟甲磺酸酯
参考文献:三氟甲基芳基磺酸盐(tfms):适用的三氟甲氧基化试剂
标题:三氟甲基芳基磺酸盐(tfms):适用的三氟甲氧基化试剂
摘要:氮之后,氟可能是掺入小分子中的另一个最受欢迎的杂原子.在许多含氟基团中,三氟甲基芳基醚(arocf 3)在药物设计中具有独特的特性,难以合成,因此开发了许多不同的方法来制备它们.的一种新的一锅法合成ø-碘-芳基三氟甲基醚(arocf 3 I)用的反应描述trifluoromethoxylation和碘化与三氟甲基芳基磺酸盐(tfms)在该手稿.通过筛选不同的溶剂,冠醚,底物来优化反应条件,并且产物的比例和收率处于中等至高收率(高达86%).
DOI:10.1016/j.Tetlet.2019.04.033

海关参考信息

专利信息


专利号:US-9650330-B2
优先权日:2013-12-12
标题 :Process for the synthesis of aryl sulfones
发明人：MHASKE SANTOSH BABURAO; PANDYA VIRAT
权利人:COUNCIL SCIENT IND RES
摘要:The present patent discloses a novel, efficient and transition-metal-free room temperature single step process for synthesis of aryl sulfones and substituted aryl sulfones starting from aryl substrates.

专利号:US-9758476-B2
优先权日:2014-06-25
标 题:Ortho-alkynyl anilines and process for preparation thereof
发明人：SURYAVANSHI GURUNATH MALLAPPA; SHELKE ANIL MARUTI
权利人:COUNCIL SCIENT IND RES
摘要:The present invention relates to novel ortho alkynyl anilines of formula (I) which are useful in synthesis of drug intermediates and natural products and process for preparation of these ortho alkynyl anilines of formula (I) via copper catalyzed Multi Component Reactions (MCR).

专利号:US-2016304447-A1
优先权日:2013-12-12
标 题 :A process for the synthesis of aryl sulfones

专利号:WO-2015087352-A1
优先权日:2013-12-12
标 题:A process for the synthesis of aryl sulfones

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主要参考文献

参考标题:Copper-Mediated Cascade C-H/n-H Annulation Of Indolocarboxamides With Arynes: Construction Of Tetracyclic Indoloquinoline Alkaloids
作者:Ting-Yu Zhang,Chang Liu,Chao Chen,Jian-Xin Liu,Heng-Ye Xiang,Wei Jiang,Tong-Mei Ding,Shu-Yu Zhang |发布日期:2018.1.5
摘要:An Efficient And Environmentally Benign Cu-Mediated Method Was Developed For Direct Cascade C-H/n-H Annulation To Construct Polyheterocyclic Indoloquinoline Scaffolds. This Method Highlights An Emerging Strategy For Transforming Inert C-H Bonds Into Versatile Functional Groups In Organic Synthesis And Provides A New Versatile Approach For The Efficient Synthesis Of Indolo[3,2-C] And [2,3-C]Quinoline

合成参考文献


摘要:Stará, I. G.; Starý, I., Science of Synthesis, (2010) 45, 902.
摘要:Waldvogel, S. R.; Welschoff, N., Science of Synthesis, (2010) 45, 1159.
摘要:Gilchrist, T. L., Science of Synthesis, (2008) 43, 197.
摘要:Dong, X.; Liu , H., Science of Synthesis Knowledge Updates, (2019) 3, .
摘要:Gao, W.-C.; Tian, J., Science of Synthesis Knowledge Updates, (2020) 3, 291.
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