2-(benzylthio)-N-(pyridin-2-ylmethyl)ethan-1-amine | 1256377-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(benzylthio)-N-(pyridin-2-ylmethyl)ethan-1-amine
• 英文别名: (2-(benzylthio)-N-(pyridin-2-ylmethyl)ethanamine)；2-benzylsulfanyl-N-(pyridin-2-ylmethyl)ethanamine
• CAS: 1256377-10-2
• 化学式: C₁₅H₁₈N₂S
• mdl: MFCD17020322
• 分子量: 258.387
• InChiKey: UASLCWQOSGJGBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.266
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 2-(benzylthio)-N-(pyridin-2-ylmethyl)ethan-1-amine 以 四氢呋喃 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  不含磷的Mn络合物催化的脱氢C–C和C–杂原子键的形成：合成喹喔啉，吡嗪，苯并噻唑和喹啉衍生物的可持续方法†

  摘要：

  本文报道了无膦的Mn（I）配合物通过无受体脱氢偶联（ADC）催化的喹喔啉，吡嗪和苯并噻唑的首次可持续合成。该方法也成功地应用于合成喹啉经由脱氢（脱H 2）和缩合（脱H 2 O）2 -氨基苄醇和仲醇之间的反应。

  DOI：

  10.1039/c8cc05877f
• 作为产物：
  描述：

  2-(苄基硫代)乙胺 在 sodium tetrahydroborate 、 sodium sulfate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 2-(benzylthio)-N-(pyridin-2-ylmethyl)ethan-1-amine
  参考文献：
  名称：

  不含磷的Mn络合物催化的脱氢C–C和C–杂原子键的形成：合成喹喔啉，吡嗪，苯并噻唑和喹啉衍生物的可持续方法†

  摘要：

  本文报道了无膦的Mn（I）配合物通过无受体脱氢偶联（ADC）催化的喹喔啉，吡嗪和苯并噻唑的首次可持续合成。该方法也成功地应用于合成喹啉经由脱氢（脱H 2）和缩合（脱H 2 O）2 -氨基苄醇和仲醇之间的反应。

  DOI：

  10.1039/c8cc05877f

文献信息

• Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1<i>H</i>-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol
  作者：Kalicharan Das、Avijit Mondal、Debjyoti Pal、Hemant Kumar Srivastava、Dipankar Srimani

  DOI：10.1021/acs.organomet.9b00131

  日期：2019.4.22

  report the synthesis of amines/imines directly from alcohol and amines via hydrogen autotransfer or acceptorless dehydrogenation catalyzed by well-defined phosphine-free Mn complexes. Both imines and amines can be obtained from the same set of alcohols and amines using the same catalyst, only by tuning the reaction conditions. The amount and nature of the base are found to be a highly important aspect for

  用无毒，富含地球的过渡金属代替昂贵的贵金属是催化的首要目标，如果使用对空气和水分稳定的配体支架，这将特别有意义。在本文中，我们报告了通过明确定义的无膦锰配合物催化的氢自动转移或无受体脱氢，直接从醇和胺中合成胺/亚胺。仅通过调节反应条件，就可以使用相同的催化剂从相同的一组醇和胺获得亚胺和胺。发现碱的量和性质对于观察到的选择性是非常重要的方面。伯胺和仲胺都已用作N-烷基化反应的底物。作为重点，我们展示了白藜芦醇衍生物的化学选择性合成。此外，还已经证明了H-亚嘧啶。还进行了密度泛函理论计算，以模拟反应路径并计算反应曲线。
• Manganese catalyzed switchable <i>C</i>-alkylation/alkenylation of fluorenes and indene with alcohols
  作者：Avijit Mondal、Rahul Sharma、Debjyoti Pal、Dipankar Srimani

  DOI：10.1039/d1cc03529k

  日期：——

  central goal in catalysis. This would be especially interesting when the reactivity and selectivity patterns can be tuned. Herein, we introduced the first Mn-catalyzed selective C-alkylation and olefination of fluorene, and indene with alcohols. Various substrates including benzylic, heteroaromatic, and aliphatic primary and secondary alcohols are employed as alkylating agents. Mechanistic investigations

  使用地球上丰富的、无毒的过渡金属代替稀有贵金属是催化的中心目标。当可以调整反应性和选择性模式时，这将特别有趣。在此，我们首次介绍了 Mn 催化的芴和茚与醇的选择性C-烷基化和烯化。包括苄醇、杂芳族和脂肪族伯醇和仲醇在内的各种底物被用作烷化剂。机理研究和动力学研究支持烯化中间体的参与以提供烷基化产物。
• Well-Defined NNS-Mn Complex Catalyzed Selective Synthesis of C-3 Alkylated Indoles and Bisindolylmethanes Using Alcohols
  作者：Avijit Mondal、Rahul Sharma、Bishal Dutta、Debjyoti Pal、Dipankar Srimani

  DOI：10.1021/acs.joc.1c02702

  日期：2022.3.18

  Herein, we demonstrated Mn-catalyzed selective C-3 functionalization of indoles with alcohols. The developed catalyst can also furnish bis(indolyl)methanes from the same set of substrates under slightly modified reaction conditions. Mechanistic studies reveal that the C-3 functionalization of indoles is going via a borrowing hydrogen pathway. To highlight the practical utility, a diverse range of substrates

  在此，我们展示了 Mn 催化的吲哚与醇的选择性 C-3 官能化。开发的催化剂还可以在稍微改进的反应条件下从同一组底物提供双（吲哚基）甲烷。机理研究表明，吲哚的 C-3 官能化是通过借氢途径进行的。为了突出实用性，合成了多种底物，包括九种结构上重要的药物分子。此外，我们还介绍了一种一锅级联策略，用于直接从 2-氨基苯基乙醇和酒精合成 C-3 官能化吲哚。
• Iron(III) complexes using NNS reduced Schiff bases and NNOS coordinating tetradentate ligands: Synthesis, structure and catecholase activity
  作者：Reena Singh、Atanu Banerjee、Kajal Krishna Rajak

  DOI：10.1016/j.ica.2010.05.027

  日期：2010.10

  The orange-red colored complexes of the type [Fe(L-SB)Cl-3], 1, have been synthesized in excellent yields by reacting FeCl3 center dot 6H(2)O with L-SB in methanol. Here, L-SB is (2-(ethylthio)-N-(pyridin-2-ylmethyl) ethanamine), (L-SB(1)) and (2-(benzylthio)-N-(pyridin-2-ylmethyl) ethanamine) (L-SB(2)). Similarly, FeCl3 center dot 6H(2)O reacted with 2-(((2-(ethylthio) ethyl) (pyridin-2-ylmethyl) amino) methyl) phenol (HL1), 2-(((2-(ethylthio) ethyl)(pyridin- 2 ylmethyl) amino) methyl)-4-nitrophenol (HL2), 4-chloro-2-(((2-(ethylthio) ethyl)(pyridin-2-ylmethyl)amino) methyl) phenol (HL3), 2-(((2-(benzylthio) ethyl)(pyridin-2-ylmethyl) amino) methyl) phenol (HL4), 2-(((2-(benzylthio) ethyl)(pyridin-2-ylmethyl) amino) methyl) -4-nitrophenol (HL5), and 4-chloro-2-(((2( benzylthio) ethyl)(pyridin-2-ylmethyl) amino) methyl) phenol (HL6) to give dichloro complexes of the type [Fe(L) Cl-2], 2. The solid and solution structure of the complexes, as well as their properties, were probed using X-ray diffraction, spectroscopic and electrochemical methods. The Mssbauer spectral study at 80 K for complexes reveals the existence of (III) oxidation state and high-spin state of the metal center in the complex. Dioxygenase activity of the complexes has been studied and both 1 and 2 have been found to display the intradiol-cleaving pathway. However, no extradiol cleavage products have been isolated. (C) 2010 Elsevier B.V. All rights reserved.
• Phosphine free Mn-complex catalysed dehydrogenative C–C and C–heteroatom bond formation: a sustainable approach to synthesize quinoxaline, pyrazine, benzothiazole and quinoline derivatives
  作者：Kalicharan Das、Avijit Mondal、Dipankar Srimani

  DOI：10.1039/c8cc05877f

  日期：——

  Herein the first sustainable synthesis of quinoxalines, pyrazines and benzothiazoles catalysed by a phosphine free Mn(I) complex via acceptorless dehydrogenative coupling (ADC) is reported. This method is also applied successfully to synthesize quinolines via the dehydrogenation (removal of H2) and condensation (removal of H2O) reaction between 2-aminobenzyl alcohols and secondary alcohols.

  本文报道了无膦的Mn（I）配合物通过无受体脱氢偶联（ADC）催化的喹喔啉，吡嗪和苯并噻唑的首次可持续合成。该方法也成功地应用于合成喹啉经由脱氢（脱H 2）和缩合（脱H 2 O）2 -氨基苄醇和仲醇之间的反应。