3-phenyl-indolizine | 92163-13-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-phenyl-indolizine
• 英文别名: 3-Phenylindolizine
• CAS: 92163-13-8
• 化学式: C₁₄H₁₁N
• 分子量: 193.248
• InChiKey: ZUJANJQNCPZHES-UHFFFAOYSA-N

物化性质

• 熔点：
  215 °C(Solv: ethanol (64-17-5))
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.4
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-乙烯基吡啶 、 3-chloro-3-phenyl-3H-diazirine 以 苯 为溶剂， 反应 16.0h， 以52%的产率得到3-phenyl-indolizine
  参考文献：
  名称：

  Synthesis of 3-substituted indolizines from the reaction of chlorocarbenes with 2-vinylpyridine

  摘要：

  通过氯羰基与 2-乙烯基吡啶的反应，一步法获得了 3-取代的吲嗪类化合物。

  DOI：

  10.1039/c39940000509

文献信息

• Cobalt(II)-based Metalloradical Activation of 2-(Diazomethyl)pyridines for Radical Transannulation and Cyclopropanation
  作者：Satyajit Roy、Sandip Kumar Das、Buddhadeb Chattopadhyay

  DOI：10.1002/anie.201711209

  日期：2018.2.19

  A new catalytic method for the denitrogenative transannulation/cyclopropanation of in‐situ‐generated 2‐(diazomethyl)pyridines is described using a cobalt‐catalyzed radical‐activation mechanism. The method takes advantage of the inherent properties of a CoIII‐carbene radical intermediate and is the first report of denitrogenative transannulation/cyclopropanation by a radical‐activation mechanism, which

  介绍了一种利用钴催化的自由基活化机理对原位生成的2-（重氮甲基）吡啶进行脱氮环转移/环丙烷化的新催化方法。该方法利用了Co III-卡宾自由基中间体的固有性质，并且是通过自由基激活机制进行脱氮脱环/环丙烷化的第一篇报道，并得到了各种控制实验的支持。（±）-单morine的总合成时间短，证明了金属-金属法的综合优势。
• Cu-catalyzed transannulation reaction of pyridotriazoles with terminal alkynes under aerobic conditions: efficient synthesis of indolizines
  作者：V. Helan、A. V. Gulevich、V. Gevorgyan

  DOI：10.1039/c4sc03358b

  日期：——

  Cu(I)-catalyzed denitrogenative transannulation reaction of pyridotriazoles with terminal alkynes en route to indolizines was developed. Compared to the previously reported Rh-catalyzed transannulation reaction, this Cu-catalyzed method features aerobic conditions and a much broader scope of pyridotriazoles and alkynes.

  开发了一种 Cu( I ) 催化的吡啶并三唑与末端炔烃脱氮转环反应生成中氮茚的过程。与之前报道的Rh催化转环反应相比，这种Cu催化方法具有需氧条件以及更广泛的吡啶并三唑和炔烃范围。
• Palladium-Catalyzed Arylation and Heteroarylation of Indolizines
  作者：Choul-Hong Park、Victoria Ryabova、Ilya V. Seregin、Anna W. Sromek、Vladimir Gevorgyan

  DOI：10.1021/ol049866q

  日期：2004.4.1

  A highly effective protocol for palladium-catalyzed selective arylation and heteroarylation of indolizines at C-3 has been developed. Mechanistic studies unambiguously support an electrophilic substitution pathway for this transformation.

  已经开发出一种高效的钯催化中氮茚 C-3 选择性芳基化和杂芳基化方案。机理研究明确支持这种转变的亲电取代途径。
• Use of a catalyst in epoxy compositions
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0328020A2

  公开（公告）日：1989-08-16

  Storage stable compositions are disclosed which comprise an epoxide containing compound, a phenolic hydroxyl containing compound, and a catalyst compound for catalyzing the reaction between epoxide groups and aromatic hydroxyl groups which catalyst comprises the product resulting from contacting an onium compound, non-heterocyclic amine compound, heterocyclic nitrogen compound or salt thereof with an acid or a salt of an acid having a weak nucleophilic anion.

  本发明公开了一种贮存稳定的组合物，该组合物包括一种含环氧化物的化合物、一种含酚羟基的化合物和一种催化环氧化物基团与芳香羟基基团反应的催化剂化合物，该催化剂包括鎓化合物、非杂环胺化合物、杂环氮化合物或其盐与酸或具有弱亲核阴离子的酸的盐接触后产生的产物。
• Latent catalysts, cure-inhibited epoxy resin compositions and laminates prepared therefrom
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0458502A2

  公开（公告）日：1991-11-27

  In summary, the application is related to the discovery of a class of compounds which comprises boric acid or maleic acid or a mixture of boric acid with at least one acid having a weak nucleophilic anion, which inhibits the reaction of a polyepoxide with a curing agent at low temperatures. In another embodiment the application is a latent catalyst system adapted for curing a polyepoxide resulting from contacting I) a catalyst for the cure of a polyepoxide compound comprising an amine, heterocyclic nitrogen phosphine, sulfide, phosphine, sulfide, ammonium, phosphonium, sulfonium, arsonium, containing compound or a mixture thereof; with II) boric acid, or a mixture of boric acid with at least an acid having a weak nucleophilic anion. Further the application relates to epoxy resin compositions containing the inhibitor or latent catalytic composition. In still another embodiment the application relates to a composition useful for curing a polyepoxide which contains: A) an inhibiting amount of boric acid or maleic acid or a mixture of boric acid with at least one acid having a weak nucleophilic anion; and optionally B) a catalytic amount of a catalyst useful for accelerating the reaction of a polyepoxide with the curing agent, wherein the inhibitor and catalyst may be present in complex form.

  总之，本申请涉及一类化合物的发现，该化合物由硼酸或马来酸或硼酸与至少一种具有弱亲核阴离子的酸的混合物组成，在低温下可抑制聚环氧化物与固化剂的反应。在另一个实施方案中，本申请涉及一种潜伏催化剂系统，该系统适用于固化聚环氧乙烷，该固化聚环氧乙烷化合物的催化剂包括胺、杂环含氮膦、硫化物、膦、硫化物、铵、鏻、锍、胂、含化合物或其混合物；与 I) 硼酸或硼酸与至少一种具有弱亲核阴离子的酸的混合物接触后产生的聚环氧乙烷。此外，本申请还涉及含有抑制剂或潜在催化成分的环氧树脂组合物。在另一个实施方案中，本申请涉及一种用于固化聚环氧树脂的组合物，该组合物含有A) 抑制量的硼酸或马来酸或硼酸与至少一种具有弱亲核阴离子的酸的混合物；以及 B) 催化量的催化剂，用于加速聚环氧化物与固化剂的反应，其中抑制剂和催化剂可以复合物形式存在。