4-(4-methoxybenzyl)thiomorpholine | 17494-30-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-methoxybenzyl)thiomorpholine
• 英文别名: 4-[(4-Methoxyphenyl)methyl]thiomorpholine
• CAS: 17494-30-3
• 化学式: C₁₂H₁₇NOS
• 分子量: 223.339
• InChiKey: QAAVYNGDCIMLHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯苯甲醚 、 N-(trifluoroboratomethyl)thiomorpholine internal salt 在 palladium diacetate 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 45.0h， 以72%的产率得到4-(4-methoxybenzyl)thiomorpholine
  参考文献：
  名称：

  Reinvestigation of Aminomethyltrifluoroborates and Their Application in Suzuki−Miyaura Cross-Coupling Reactions

  摘要：

  A reinvestigation into the chemical composition of potassium aminomethyltrifluoroborates is reported. These trifluoroborato salts have been reassigned as zwitterionic ammoniomethyltrifluoroborates. Minor adjustments to the previously disclosed reaction conditions are reported that permit a similar level of activity as nucleophiles in Suzuki-Miyaura cross-coupling reactions.

  DOI：

  10.1021/jo2001066

文献信息

• Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source
  作者：Rauful Alam、Gary A. Molander

  DOI：10.1021/acs.orglett.8b00895

  日期：2018.5.4

  The direct reductive amination of aromatic aldehydes has been realized using a photocatalyst under visible light irradiation. The single electron oxidation of an in situ formed aminal species generates the putative α-amino radical that eventually delivers the reductive amination product. This method is operationally simple, highly selective, and functional group tolerant, which allows the direct synthesis

  使用光催化剂在可见光照射下已经实现了芳族醛的直接还原胺化。原位形成的缩醛胺物种的单电子氧化产生推定的α-氨基自由基，最终传递还原性胺化产物。该方法操作简单，高度选择性且具有官能团耐受性，可通过独特的机理途径直接合成苄基胺。
• Direct <i>N</i>-alkylation of sulfur-containing amines
  作者：Chen Li、Min-Tong Ge、Liang Bai、Ai-Bao Xia、Dan-Qian Xu、Zhen-Yuan Xu

  DOI：10.1039/d1ob00368b

  日期：——

  efficient ruthenium-catalyzed method has been developed for the direct N-alkylation of sulfur-containing amines with alcohols, for the first time, by a step-economical and environmentally friendly hydrogen borrowing strategy. The present methodology features base-free conditions and broad substrate scope, with water being the only by-product. Moreover, this protocol has been applied to the synthesis of the

  已经开发了一种高效的钌催化方法，用于通过逐步经济和环境友好的氢借用策略直接将含硫胺与醇进行N-烷基化。本方法的特点是无碱条件和广泛的底物范围，水是唯一的副产品。此外，该协议已应用于药物喹硫平的合成。