4-乙氧酰基重氮苯四氟硼酸盐 | 348-06-1

• 中文名称: 4-乙氧酰基重氮苯四氟硼酸盐
• 英文名称: 4-(ethyloxycarbonyl)benzene diazonium tetrafluoroborate
• 英文别名: p-carboethoxybenzenediazonium tetrafluoroborate；4-(ethoxycarbonyl)benzene-1-diazonium tetrafluoroboranuide；4-(ethoxycarbonyl)benzene-1-diazonium tetrafluoroborate；p-ethoxycarbonylphenyl tetrafluoroborate diazonium salt；tetrafluoroborate 4-ethoxycarbonylphenyl diazonium salt；[4-(ethoxycarbonyl)benzene]diazonium tetrafluoroborate
• CAS: 348-06-1
• 化学式: BF₄*C₉H₉N₂O₂
• 分子量: 263.987
• InChiKey: XKAZZSCMOSJDFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  4-乙氧酰基重氮苯四氟硼酸盐 在 三乙烯二胺 、 lithium aluminium tetrahydride 、 sodium carbonate 、 二月桂酸二丁基锡 、 4-甲氧基苯酚 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 45.0h， 生成 1-[4-(2-methacryloyloxyethyl)aminocarbonyloxymethylphenyl]-3,3-di-[(2-methacryloyloxyethyl)amino-(2-carbonyloxyethyl)]triaz-1-en
  参考文献：
  名称：

  Synthesis and properties of new photosensitive triazene and o-nitrobenzene methacrylates

  摘要：

  New photoactive polymerizable monomers were synthesized in order to photomodulate the mechanical properties of photocurable materials. These monomers are end-capped by at least two polymerizable units (using irradiation wavelength lambda 1) connected by a spacer including at least one photocleavable unit (irradiation wavelength lambda 2 not equal lambda 1) i.e. aryltriazene or 2-nitrobenzyl core. The photochemical behaviour of these systems was studied in solution and in resin formulations. Their ability to promote the hardening and crosslinking of a curable resin at lambda 1, then the subsequent degradation or modification of crosslinked resins under an actinic light (lambda 2) was evaluated by DMA for formulations including these new monomers.These new monomers were shown, in resin formulation, to readily rigidify the material upon lambda 1 irradiation and for most of them the subsequent photolysis of their internal linkers at lambda 2 irradiation was followed by a decrease of the hardness at low temperature (-20 degrees C). For one of them (compound 6) lambda 2 illumination at room temperature provoked the decrease of the mechanical properties of the solid material making it of interest for dental applications. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2012.04.014
• 作为产物：
  描述：

  苯佐卡因 在 tetrafluoroboric acid 、 亚硝酸特丁酯 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 4-乙氧酰基重氮苯四氟硼酸盐
  参考文献：
  名称：

  铜介导的环丙醇与芳基重氮盐的串联开环/环化反应：N-芳基吡唑的合成。

  摘要：

  公开了一种由容易获得的环丙醇和芳基重氮盐合成结构多样的N-芳基吡唑的通用方法。该反应在室温下在数分钟内以宽的底物范围和优异的区域选择性进行。

  DOI：

  10.1039/c9cc09657d
• 作为试剂：
  描述：

  胡椒环 、 2-苯基-1-甲苯磺酰啶 在 4-乙氧酰基重氮苯四氟硼酸盐 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到N-(2-(benzo[d][1,3]dioxol-5-yl)-2-phenylethyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Transtion-metal-free access to 2-arylphenethylamines through aryldiazonium ion catalyzed ring-opening of aziridines with arenes

  摘要：

  DOI：

  10.1016/j.tetlet.2022.153920

文献信息

• [3 + 2] Cycloaddition of Isocyanides with Aryl Diazonium Salts: Catalyst-Dependent Regioselective Synthesis of 1,3- and 1,5-Disubstituted 1,2,4-Triazoles
  作者：Jian-Quan Liu、Xuanyu Shen、Yihan Wang、Xiang-Shan Wang、Xihe Bi

  DOI：10.1021/acs.orglett.8b03069

  日期：2018.11.2

  An unprecedented catalyst-dependent regioselective [3 + 2] cycloaddition of isocyanides with aryl diazonium salts is reported. 1,3-Disubstituted 1,2,4-triazoles were selectively obtained in high yield under Ag(I) catalysis, whereas 1,5-disubstituted 1,2,4-triazoles were formed by Cu(II) catalysis. These catalytic methodologies provide a controlled, modular, and facile access to 1,2,4-triazole scaffolds

  据报道，前所未有的催化剂依赖性异氰酸酯与芳基重氮盐的区域选择性[3 + 2]环加成反应。在Ag（I）催化下，高收率选择性地获得了1,3-二取代的1,2,4-三唑，而在Cu（II）催化下形成了1,5-二取代的1,2,4-三唑。这些催化方法学提供了高效，宽泛的底物范围和出色的官能团相容性的1,2,4-三唑支架的受控，模块化和便捷操作。
• Gold(<scp>i</scp>)-catalyzed cross-coupling reactions of aryldiazonium salts with organostannanes
  作者：Manjur O. Akram、Popat S. Shinde、Chetan C. Chintawar、Nitin T. Patil

  DOI：10.1039/c8ob00630j

  日期：——

  Gold(I)-catalyzed cross-coupling reactions of aryldiazonium salts with organostannanes are described. This redox neutral strategy offers an efficient approach to diverse biaryls, vinyl arenes and arylacetylenes. Monitoring the reaction with NMR and ESI-MS provided strong evidence for the in situ formation of Ph3PAuIR (R = aryl, vinyl and alkynyl) species which is crucial for the activation of aryldiazonium

  描述了金（I）催化的芳基重氮盐与有机锡烷的交叉偶联反应。这种氧化还原中性策略为各种联芳基，乙烯基芳烃和芳基乙炔提供了一种有效的方法。用NMR和ESI-MS监测反应为原位形成Ph 3 PAu I R（R =芳基，乙烯基和炔基）物种提供了有力证据，这对于激活芳基重氮盐至关重要。
• The Photoredox-Catalyzed Meerwein Addition Reaction: Intermolecular Amino-Arylation of Alkenes
  作者：Durga Prasad Hari、Thea Hering、Burkhard König

  DOI：10.1002/anie.201307051

  日期：2014.1.13

  A variety of amides are efficiently accessible under mild conditions by intermolecular amino‐arylation using a photo Meerwein addition with visible light. The reaction has a broad substrate scope, tolerates a large range of functional groups, and was applied to the synthesis of a 3‐aryl‐3,4‐dihydroisoquinoline.

  在温和的条件下，通过使用可见光的Meerwein附加分子间的氨基芳基化可以有效地获得各种酰胺。该反应具有广泛的底物范围，可耐受各种官能团，已被用于合成3-芳基-3,4-二氢异喹啉。
• A general electrochemical strategy for the Sandmeyer reaction
  作者：Qianyi Liu、Beiqi Sun、Zheng Liu、Yi Kao、Bo-Wei Dong、Shang-Da Jiang、Feng Li、Guoquan Liu、Yang Yang、Fanyang Mo

  DOI：10.1039/c8sc03346c

  日期：——

  Herein we report a general electrochemical strategy for the Sandmeyer reaction. Using electricity as the driving force, this protocol employs a simple and inexpensive halogen source, such as NBS, CBrCl3, CH2I2, CCl4, LiCl and NaBr for the halogenation of aryl diazonium salts. In addition, we found that these electrochemical reactions could be performed using anilines as the starting material in a one-pot

  本文中，我们报告了桑德迈尔反应的一般电化学策略。使用电作为驱动力，该协议采用一种简单且廉价的卤素源，例如NBS，CBrCl 3，CH 2 I 2，CCl 4，LiCl和NaBr进行芳基重氮盐的卤化。另外，我们发现这些电化学反应可以以一锅的方式使用苯胺作为起始原料来进行。此外，该方法的实用性在使用非常便宜的石墨作为电极的多克规模的芳基卤化物的合成中得到了证明。已经进行了一系列详细的机理研究，包括自由基时钟和自由基清除剂研究，循环伏安分析和原位电子顺磁共振（EPR）分析。
• 一种通过六氟丙烯直接将芳基重氮盐进行七氟 异丙基化的方法
  申请人：中国科学院上海有机化学研究所

  公开号：CN104829420B

  公开（公告）日：2016-09-14

  本发明涉及一种通过六氟丙烯直接将芳基重氮盐进行七氟异丙基化的方法，该方法包括以芳香胺和六氟丙烯为原料，在另外一个氟源氟化银和铜盐催化剂的条件下进行反应。本发明的方法通过一步反应高选择性的合成了一系列含七氟异丙基的化合物。