4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide | 102669-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide
• 英文别名: 3-(4-butyl-1,1-dioxo-1,4-thiazinan-4-ium-4-yl)propane-1-sulfonate
• CAS: 102669-77-2
• 化学式: C₁₁H₂₃NO₅S₂
• 分子量: 313.439
• InChiKey: LNKIOCJZVUXNOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.03
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  91.34
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide 生成 3-(4-butyl-1,1-dioxo-1,4-thiazinan-4-ium-4-yl)propane-1-sulfonic acid;chloride
  参考文献：
  名称：

  QUINLAN, P. M.

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(丁基氨基)丙烷-1-磺酸 、 二乙烯基砜 生成 4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide
  参考文献：
  名称：

  QUINLAN, P. M.

  摘要：

  DOI：

文献信息

• Brønsted acid ionic liquid catalyzed facile synthesis of 3-vinylindoles through direct C3 alkenylation of indoles with simple ketones
  作者：Amir Taheri、Changhui Liu、Bingbing Lai、Cheng Cheng、Xiaojuan Pan、Yanlong Gu

  DOI：10.1039/c4gc00840e

  日期：——

  A direct dehydrative coupling protocol for the synthesis of 3-vinylindoles using easily available indoles and simple ketones as substrates was developed with the aid of a sulfonyl-containing Brønsted acid ionic liquid. The salient features of this protocol are high synthetic efficiency, a metal- and solvent-free system, a recyclable catalyst, mild conditions and easy product isolation. With the ionic

  借助含磺酰基的布朗斯台德酸离子液体，开发了一种使用容易获得的吲哚和简单的酮为底物合成3-乙烯基吲哚的直接脱水偶联方案。该协议的主要特点是合成效率高，无金属和无溶剂系统，可循环使用的催化剂，条件温和且产品易于分离。使用离子液体催化剂，还以2-羟基甲基吲哚和苯乙酮为起始原料，开发了迄今为止尚未报道的简单的吲哚[3,2- b ]咔唑骨架的构建方法。
• Brønsted Acid Ionic Liquid as a Solvent-Conserving Catalyst for Organic Reactions
  作者：Amir Taheri、Xiaojuan Pan、Changhui Liu、Yanlong Gu

  DOI：10.1002/cssc.201402220

  日期：2014.8

  sulfonyl‐containing ammonium‐based Brønsted acid ionic liquid was prepared and used as a liquid heterogeneous catalyst for organic reactions. The unique macroscopic phase heterogeneity of the IL in the reaction system not only ensures an excellent catalytic activity of the IL catalyst but also avoids the use of organic reaction solvents. The catalyst system is applicable for a wide range of reactions.

  制备了含磺酰基的铵基布朗斯台德酸离子液体，并将其用作有机反应的液体多相催化剂。IL在反应体系中独特的宏观相异质性不仅确保了IL催化剂的出色催化活性，而且避免了使用有机反应溶剂。催化剂体系适用于多种反应。
• Brønsted acid ionic liquid-catalyzed reductive Friedel–Crafts alkylation of indoles and cyclic ketones without using an external reductant
  作者：Amir Taheri、Bingbing Lai、Cheng Cheng、Yanlong Gu

  DOI：10.1039/c4gc01299b

  日期：——

  In the absence of an external reductant, C3-cycloalkylated indole could be synthesized through reductive alkylation of indole with cyclic ketone using a sulfonyl-functionalized Brønsted acid ionic liquid as a catalyst. Water generated in the initial stage of the reaction played a key role in rendering the reductive coupling possible. The reaction proceeds most likely in a radical way.

  在没有外部还原剂的情况下，可以使用磺酰基官能化的布朗斯台德酸离子液体作为催化剂，通过吲哚与环酮的还原烷基化反应，合成C3-环烷基化的吲哚。反应初期产生的水在使还原偶联成为可能的过程中起着关键作用。该反应最有可能以根本方式进行。
• Facile synthesis of densely substituted chroman derivatives through Brønsted acid ionic liquid catalyzed three-component reactions of aromatic aldehydes, 1,1-diarylethylenes and nucleophiles
  作者：Amir Taheri、Bingbing Lai、Jing Yang、Juan Zhang、Yanlong Gu

  DOI：10.1016/j.tet.2015.11.049

  日期：2016.1

  densely substituted chroman derivatives were synthesized through hitherto unreported three-component reactions of aromatic aldehydes, 1,1-diarylethylenes and nucleophiles. The representative reactions involve (i) condensation of benzaldehyde, 2-naphthol and 1,1-diphenylethylene and (ii) selective assembly of salicylaldehyde, indole and 1,1-diphenylethylene. The reactions were performed under solvent-free

  通过使用含砜的布朗斯台德酸离子液体作为催化剂，通过迄今未报道的芳族醛，1,1-二芳基乙烯和亲核试剂的三组分反应合成了各种稠密取代的苯并二氢吡喃衍生物。代表性反应包括（i）苯甲醛，2-萘酚和1，1-二苯基乙烯的缩合和（ii）水杨醛，吲哚和1，1-二苯基乙烯的选择性组装。反应在无溶剂条件下进行，唯一的副产物是水。布朗斯台德酸性离子液体可以回收再利用，而不会显着降低其活性。
• A Sulfone‐Containing Imidazolium‐Based Brønsted Acid Ionic Liquid Catalyst Enables Replacing Dipolar Aprotic Solvents with Butyl Acetate
  作者：Ahmed El‐Harairy、Yiliqi、Bingbing Lai、Luigi Vaccaro、Minghao Li、Yanlong Gu

  DOI：10.1002/adsc.201900246

  日期：2019.7.11

  media has emerged as a new facet of green chemistry. In this paper, a sulfone‐containing imidazolium‐based Brønsted acid ionic liquid was prepared and used as a recyclable acid catalyst. The ionic liquid catalyst enables the use of an industrially acceptable and environmentally benign solvent, butyl acetate, as the reaction medium. The ionic liquid/butyl acetate biphasic system was successfully utilized

  用对环境有益的介质代替偶极和非质子传递溶剂已成为绿色化学的一个新方面。在本文中，制备了含砜的咪唑基布朗斯台德酸离子液体，并将其用作可循环利用的酸催化剂。离子液体催化剂能够使用工业上可接受且对环境无害的溶剂乙酸丁酯作为反应介质。离子液体/乙酸丁酯双相系统已成功用于许多有机反应中，这些反应通常严重依赖于偶极和非质子溶剂。