2-(morpholino)-2-cyclopentenone | 24454-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2-(morpholino)-2-cyclopentenone
• 英文别名: 2-Morpholino-2-cyclopenten-1-on；2-morpholino-2-cyclopenten-1-one；2-morpholinocyclopent-2-enone；2-morpholinocyclopent-2-en-1-one；2-morpholin-4-yl-cyclopent-2-enone；2-Morpholino-cyclopent-2-en-1-on；2-Morpholino-2-cyclopentenon；2-Morpholinocyclopent-2-enon；2-Morpholin-2-cyclopentenon；2-Cyclopenten-1-one, 2-(4-morpholinyl)-；2-morpholin-4-ylcyclopent-2-en-1-one
• CAS: 24454-33-9
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: AMLGCUKKLBWTBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(morpholino)-2-cyclopentenone 以0%的产率得到
  参考文献：
  名称：

  Kucklaender Uwe, Schneider Bettina, Arch. Pharm., 326 (1993) N 5, S 287-290

  摘要：

  DOI：
• 作为产物：
  描述：

  α-morpholinocyclopentanone 在 palladium on activated charcoal 作用下， 以80.4%的产率得到2-(morpholino)-2-cyclopentenone
  参考文献：
  名称：

  Transformations of N,N-disubstituted 2-aminocyclopentanones on Pd catalyst

  摘要：

  DOI：

  10.1007/bf00956915

文献信息

• Multifunctionalization of Unactivated Cyclic Ketones via Synergistic Catalysis of Copper and Diarylamine: Access to Cyclic α-Enaminone
  作者：Yang Li、Ran Zhang、Xihe Bi、Junkai Fu

  DOI：10.1021/acs.orglett.8b00125

  日期：2018.2.16

  A multifunctionalization of unactivated cyclic ketones via synergistic catalysis of copper and diarylamine for the direct synthesis of cyclic α-enaminone is reported for the first time. This reaction goes through oxidative α-amination, followed by a desaturation, and features mild reaction conditions, a broad substrate scope, and great functional group tolerance.

  首次报道了通过铜和二芳基胺的协同催化对环状α-烯胺酮直接合成的未活化环酮的多功能化。该反应经过氧化性α-氨基化反应，然后进行去饱和反应，反应条件温和，底物范围广，官能团耐受性强。
• Probing Trends in Enantioinduction via Substrate Design: Palladium-Catalyzed Decarboxylative Allylic Alkylation of α-Enaminones
  作者：Douglas C. Duquette、Alexander Q. Cusumano、Louise Lefoulon、Jared T. Moore、Brian M. Stoltz

  DOI：10.1021/acs.orglett.0c01441

  日期：2020.7.2

  Herein, we report the palladium-catalyzed decarboxylative asymmetric allylic alkylation of α-enaminones. In addition to serving as valuable synthetic building blocks, we exploit the α-enaminone scaffold and its derivatives as probes to highlight structural and electronic factors that govern enantioselectivity in this asymmetric alkylation reaction. Utilizing the (S)-t-BuPHOX ligand in a variety of

  在此，我们报道了α-烯胺酮的钯催化的脱羧不对称烯丙基烷基化反应。除了用作有价值的合成构件外，我们还利用α-烯胺骨架及其衍生物作为探针，以突出显示在该不对称烷基化反应中控制对映选择性的结构和电子因素。在多种非极性溶剂中利用（S）-t- BuPHOX配体，以高达99％的收率和99％的对映体过量获得烷基化产物。
• Syntheses of chiral nopinane-annelated pyridines of C 2 and D 2 -symmetry: X-ray structures of the fused derivatives of 4,5-diazafluorene, 4,5-diaza-9 H -fluoren-9-one, and 9,9’-bi-4,5-diazafluorenylidene
  作者：Eugene S. Vasilyev、Irina Yu. Bagryanskaya、Alexey V. Tkachev

  DOI：10.1016/j.mencom.2017.03.006

  日期：2017.3

  Reaction of (+)-pinocarvone oxime with 2-morpholinocyclopent-2-enone and FeCl3·6H2O affords chiral C2-symmetric fused derivative of 4,5-diazafluorene, whose oxidation with SeO2 gives nopinane-annelated derivatives of 4,5-diaza-9Hfluoren- 9-one (C2-symmetry) and of 9,9’-bi-4,5-diazafluorenylidene (D2-symmetry). Structures of the compounds synthesized were proved by X-ray crystallography.

  （+）-松香酮肟与2-吗啉代环戊-2-烯酮和FeCl3·6H2O的反应制得4,5-二氮杂芴的手性C2对称稠合衍生物，其与SeO2的氧化得到4,5-二氮杂戊烯基-壬烷氧基化的衍生物。 9 H芴-9-1（C 2对称）和9,9'-bi-4,5-二氮杂芴基亚烷基（D 2对称）。通过X射线晶体学证明合成的化合物的结构。
• Benedetti, Fabio; Fabrissin, Silvio; Fagotto, Roberto, Gazzetta Chimica Italiana, 1990, vol. 120, # 10, p. 613 - 618
  作者：Benedetti, Fabio、Fabrissin, Silvio、Fagotto, Roberto、Risaliti, Amerigo

  DOI：——

  日期：——
• Synthesis of 2-hydroxy-3-methylcyclopent-2-en-1-one. III
  作者：Kikumasa Sato、Seiichi Inoue、Takayuki Kitagawa、Tadashi Takahashi

  DOI：10.1021/jo00943a029

  日期：1973.2