7,9-bis-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-1,4-dioxa-spiro[4,5]decan-8-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 7,9-bis-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-1,4-dioxa-spiro[4,5]decan-8-one
• 英文别名: (7E,9E)-7,9-bis[(4-chlorophenyl)methylidene]-1,4-dioxaspiro[4.5]decan-8-one
• 化学式: C₂₂H₁₈Cl₂O₃
• 分子量: 401.289
• InChiKey: SGGUWOQYWWKMKO-JYFOCSDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  靛红 、 7,9-bis-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-1,4-dioxa-spiro[4,5]decan-8-one 在 hydrazine hydrate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 1-N-methylspiro[2.11']oxindolespiro[3.7''][3''-(p-chlorophenyl)]-1,4-dioxospiro[4'',5'']decane-Δ^1'',7''a-hexahydro-2H-indazole-4-(p-chlorophenyl)pyrrolidine
  参考文献：
  名称：

  易于获得的高度取代的三螺杂环化合物–通过顺序多组分反应合成新颖的吡唑并-1,4-二氧杂-螺[4,5]癸烷接枝的螺-氧代吲哚并吡咯烷

  摘要：

  摘要 描述了一种简单的一锅顺序四组分合成高度取代的三螺杂环系统的步骤，该方法涉及偶氮甲亚胺的[3 + 2]-环加成作为关键步骤。该方案提供了温和的反应条件，高收率的产品，高的区域选择性和操作简便性，可在一次操作中组装复杂的结构实体。通过光谱技术，元素和高分辨率质谱分析确认了产物的结构。

  DOI：

  10.1080/00397911.2020.1866613
• 作为产物：
  描述：

  1,4-环己二酮单乙二醇缩酮 、 4-氯苯甲醛 在 potassium carbonate 作用下， 以 水 为溶剂， 生成 7,9-bis-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-1,4-dioxa-spiro[4,5]decan-8-one
  参考文献：
  名称：

  使用2,2,2-三氟乙醇作为可重复使用的介质的医学上新颖的三螺杂环骨架类的生态相容性合成方法

  摘要：

  通过7,9-双[（E）亚芳基] -1,4-二恶灵-螺[4,5]癸烷的多组分反应已完成了高度实用和有效的区域和立体选择性合成新型三螺并吡咯烷/噻吩并吡咯嗪​​衍生物使用2,2,2-三氟乙醇为溶剂的-8-ones，肌氨酸/ 1,3-噻唑烷-4-羧酸和取代的isatins。该新协议具有环境友好，原子经济性高，反应时间短，操作方便等优点。通过单晶X射线分析和光谱技术确定了螺产物的结构和相对立体化学。已针对合成的化合物针对结核分枝杆菌H37Rv的“体外”抗真菌和抗分枝杆菌活性进行了筛选。

  DOI：

  10.1016/j.jfluchem.2013.07.008

文献信息

• Cytotoxic analogues of 2,6-bis(arylidene)cyclohexanones
  作者：Jonathan R Dimmock、Maniyan P Padmanilayam、Gordon A Zello、Kurt H Nienaber、Theresa M Allen、Cheryl L Santos、Erik De Clercq、Jan Balzarini、Elias K Manavathu、James P Stables

  DOI：10.1016/s0223-5234(02)01444-7

  日期：2003.2

  A series of 2,6-bis(arylidene)cycloalkanones (1) and related compounds containing one or two substituents at the four position of the cyclohexyl ring were prepared and shown to display cytotoxic activity towards murine P388 and L1210 cells as ell as human Molt 4/C8 and CEM T-lymphoctes. In some of the series of compounds. positive e correlations were noted between the potencies of the enones and the magnitude of the Hammett c values of the aryl substituents. Four representatives compounds were cytotoxic to a number of human tumours in vitro. particularly towards colon cancer and leukemic cells. A noteworthy feature of the compounds prepared in this study is that. in general, they were well tolerated when administered to rodents. A number of lead molecules emerged from this investigation as well as guidelines for future expansion of these series of compounds. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.
• Green, Microwave-Assisted Approach to the Synthesis of Arylidene-Substituted Spiro[4,5]decan-8-one Derivatives in Water
  作者：Ju-Hua Peng、Xiao-Hong Zhang、Feng Shi、Wen-Juan Hao、Shu-Jiang Tu

  DOI：10.1080/00397910903009471

  日期：2010.2.2

  A green approach to the synthesis of arylidene-substituted spiro[4,5]decan-8-one derivatives was successfully realized via the mild, base-catalyzed reaction of aromatic aldehydes with 1,4-dioxa-spiro[4.5]decan-8-one in water under microwave irradiation. This protocol has the prominent advantages of environmental friendliness, short reaction time, excellent yields, low cost, easy operation, and broad scope of applicability.
• An eco-compatible synthesis of medicinally important novel class of trispiroheterocyclic framework using 2,2,2-trifluoroethanol as a reusable medium
  作者：Anshu Dandia、Ruby Singh、Jyoti Joshi、Sukhbeer Kumari

  DOI：10.1016/j.jfluchem.2013.07.008

  日期：2013.12

  environmental friendliness, higher atom economy, shorter reaction time and convenient operation. The structure and relative stereochemistry of spiro product was established by single crystal X-ray analysis and spectroscopic techniques. Synthesized compounds have been screened for their ‘in vitro’ antifungal and antimycobacterial activity against Mycobacterium tuberculosis H37Rv.

  通过7,9-双[（E）亚芳基] -1,4-二恶灵-螺[4,5]癸烷的多组分反应已完成了高度实用和有效的区域和立体选择性合成新型三螺并吡咯烷/噻吩并吡咯嗪​​衍生物使用2,2,2-三氟乙醇为溶剂的-8-ones，肌氨酸/ 1,3-噻唑烷-4-羧酸和取代的isatins。该新协议具有环境友好，原子经济性高，反应时间短，操作方便等优点。通过单晶X射线分析和光谱技术确定了螺产物的结构和相对立体化学。已针对合成的化合物针对结核分枝杆菌H37Rv的“体外”抗真菌和抗分枝杆菌活性进行了筛选。
• An easy access to highly substituted trispiroheterocycles – Synthesis of novel pyrazolo-1,4-dioxa-spiro[4,5]decane grafted spiro-oxindolopyrrolidines via a sequential multicomponent reaction
  作者：Gavaskar Deivasigamani、Suresh Babu Adukamparai Rajukrishnan

  DOI：10.1080/00397911.2020.1866613

  日期：2021.4.3

  Abstract A facile one-pot sequential four-component synthesis of highly substituted trispiro heterocyclic system involving [3 + 2]-cycloaddition of azomethine ylides as the key step is described. The protocol provides a mild reaction condition, high yield of the products, high regioselectivity, and operational simplicity to assemble complex structural entity in a single operation. The structure of

  摘要 描述了一种简单的一锅顺序四组分合成高度取代的三螺杂环系统的步骤，该方法涉及偶氮甲亚胺的[3 + 2]-环加成作为关键步骤。该方案提供了温和的反应条件，高收率的产品，高的区域选择性和操作简便性，可在一次操作中组装复杂的结构实体。通过光谱技术，元素和高分辨率质谱分析确认了产物的结构。