4-(1-methyl-1H-indol-4-yl)morpholine | 1379516-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(1-methyl-1H-indol-4-yl)morpholine
• 英文别名: 4-(1-Methylindol-4-yl)morpholine
• CAS: 1379516-39-8
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: DBQGDXMVMCTBJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  17.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  diethyl-carbamic acid 1-methyl-1H-indol-5-yl ester 在 吡啶 、 二氯化双(三环己基膦)镍(II) 、 四甲基乙二胺 、 1,1,3,3-四甲基二硅氧烷 、 K₃PO₄ 、 仲丁基锂 、 copper diacetate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 66.17h， 生成 4-(1-methyl-1H-indol-4-yl)morpholine
  参考文献：
  名称：

  Cine Substitution of Arenes Using the Aryl Carbamate as a Removable Directing Group

  摘要：

  An efficient and controlled means to achieve a rare cine substitution of arenes is reported. The methodology relies on the strategic use of aryl O-carbamates as readily removable directing groups for arene functionallzation. The removal of aryl carbamates is achieved by employing an airstable Ni(II) precatalyst, along with an inexpensive reducing agent, to give synthetically useful yields across a range of substrates. The net cine substitution process offers a new strategy for analogue synthesis, which complements the well-established logic for achieving arene functionalization by ipso substitution.

  DOI：

  10.1021/ol301275u

文献信息

• Synthesis of C4-Aminated Indoles via a Catellani and Retro-Diels–Alder Strategy
  作者：Bo-Sheng Zhang、Yuke Li、Zhe Zhang、Yang An、Yu-Hua Wen、Xue-Ya Gou、Si-Qi Quan、Xin-Gang Wang、Yong-Min Liang

  DOI：10.1021/jacs.9b05009

  日期：2019.6.19

  N-benzoyloxyamines, and norbornadiene. The Catellani and retro-Diels-Alder strategy was used in this domino process. o-Iodoaniline, with electron-donating and sterically hindered protecting groups, made the reaction selective toward o-C-H amination. On the basis of density functional theory calculations, the intramolecular Buchwald coupling of this reaction underwent a dearomatization and a 1,3-palladium migration

  通过邻碘苯胺、N-苯甲酰氧基胺和降冰片二烯的三组分交叉偶联合成了高度官能化的 4-氨基吲哚。在这个多米诺骨牌过程中使用了 Catellani 和复古 Diels-Alder 策略。邻碘苯胺具有供电子和空间位阻保护基团，使反应对 oCH 胺化具有选择性。根据密度泛函理论计算，该反应的分子内 Buchwald 偶联经历了脱芳构化和 1,3-钯迁移过程。给出了保护基团控制化学选择性的原因。此外，实现了对 4-哌嗪基吲哚和 GOT1 抑制剂的合成应用。
• Three-Component Reactions of Arynes, Amines, and Nucleophiles via a One-Pot Process
  作者：Gyoungwook Min、Jeongseob Seo、Haye Min Ko

  DOI：10.1021/acs.joc.8b01058

  日期：2018.8.3

  An unprecedented three-component reaction of arynes, tertiary amines, and nucleophiles has been demonstrated through ammonium salt intermediates. This protocol allows access to tertiary aniline derivatives containing the piperazine motif in good-to-excellent yields. Expansively, this reaction can produce biologically important 2-(4-phenylpiperazin-1-yl)ethyl-containing molecules using arynes, 1,4-diazabicyclo(2

  通过铵盐中间体已证明了芳烃，叔胺和亲核试剂的前所未有的三组分反应。该方案允许以良好至优异的产率获得含有哌嗪基序的叔苯胺衍生物。广泛地，该反应可以通过一锅法使用芳烃，1,4-二氮杂双环（2.2.2）辛烷（DABCO）和亲核试剂产生具有生物学重要性的含2-（4-苯基哌嗪-1-基）乙基的分子。
• [EN] HIGHLY ACTIVE SELF-SUFFICIENT NITRATION BIOCATALYSTS<br/>[FR] BIOCATALYSEURS DE NITRATION AUTO-SUFFISANTS HAUTEMENT ACTIFS
  申请人：UNIV FLORIDA

  公开号：WO2018081456A1

  公开（公告）日：2018-05-03

  The disclosure relates to the field of fusion proteins. In some aspects, the disclosure relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to compounds produced by artificial cytochrome P450 enzymes.

  该披露涉及融合蛋白的领域。在某些方面，该披露涉及人工融合蛋白，其中包括与还原酶酶相连的细胞色素P450酶，并其用途。在某些方面，该披露涉及由人工细胞色素P450酶产生的化合物。
• Artificial self-sufficient cytochrome P450s
  申请人：University of Florida Research Foundation, Incorporated

  公开号：US10138205B2

  公开（公告）日：2018-11-27

  The disclosure relates to the field of fusion proteins. In some aspects, the invention relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to compounds produced by artificial cytochrome P450 enzymes.

  本发明涉及融合蛋白领域。 在某些方面，本发明涉及由与还原酶连接的细胞色素 P450 酶组成的人工融合蛋白及其用途。 在某些方面，本发明涉及由人工细胞色素P450酶产生的化合物。
• Highly active self-sufficient nitration biocatalysts
  申请人：University of Florida Research Foundation, Incorporated

  公开号：US11078467B2

  公开（公告）日：2021-08-03

  The disclosure relates to the field of fusion proteins. In some aspects, the disclosure relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to corn-pounds produced by artificial cytochrome P450 enzymes.

  本公开涉及融合蛋白领域。在某些方面，本发明涉及由与还原酶连接的细胞色素 P450 酶组成的人工融合蛋白及其用途。在某些方面，本公开涉及由人工细胞色素P450酶生产的玉米蛋白。