3-phenyl-1,5-bis(2-thienyl)pentane-1,5-dione | 76115-65-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-phenyl-1,5-bis(2-thienyl)pentane-1,5-dione
• 英文别名: 3-phenyl-1,5-di-(thiophen-2-yl)pentane-1,5-dione；3-phenyl-1,5-di-[2]thienyl-pentane-1,5-dione；3-Phenyl-1,5-di-[2]thienyl-pentan-1,5-dion；3-Phenyl-1,5-di(2-thienyl)-1,5-pentanedione；3-phenyl-1,5-dithiophen-2-ylpentane-1,5-dione
• CAS: 76115-65-6
• 化学式: C₁₉H₁₆O₂S₂
• 分子量: 340.467
• InChiKey: DRWSWAWYINPDCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phenyl-1,5-bis(2-thienyl)pentane-1,5-dione 在 盐酸 、 乙醇 、 羟胺 、 phosphorus pentoxide 作用下， 生成 4‐phenyl‐2,6‐di(thiophen‐2‐yl)pyridine
  参考文献：
  名称：

  Steinkopf; Popp, Justus Liebigs Annalen der Chemie, 1939, vol. 540, p. 24,27

  摘要：

  DOI：
• 作为产物：
  描述：

  3-苯基-1-(2-噻吩)-2-丙烯-1-酮 、 2-乙酰基噻吩 以62%的产率得到
  参考文献：
  名称：

  KATRITZKY A. R.; REZENDE M. C., J. CHEM. RES. SYNOP., 1980, NO 9, 312-313, (M 4041-4056)

  摘要：

  DOI：

文献信息

• Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow
  作者：Benjamin Laroche、Yuki Saito、Haruro Ishitani、Shu̅ Kobayashi

  DOI：10.1021/acs.oprd.9b00048

  日期：2019.5.17

  A general method for the aldol condensation of aromatic ketones with aldehydes was developed under continuous-flow conditions using a commercially available, strongly basic anion-exchange resin (A26) as catalyst. This procedure, in addition to exhibiting a wide substrate scope, promoted carbon–carbon bond formation under mild conditions using a quasi-stoichiometric ratio of starting reagents with good

  使用市售的强碱性阴离子交换树脂（A26）作为催化剂，在连续流动条件下开发了芳香族酮与醛的醛醇缩合的一般方法。该方法除了具有宽泛的底物范围外，还可以在温和条件下使用准化学计量比的起始试剂以良好或优异的产率促进碳-碳键的形成，从而形成了数量有限的废物，并允许该方法得以应用到顺序流系统。多奈哌齐的第一个完全非均相催化两步流动合成方法开发了一种概念验证，它是一种畅销的抗阿尔茨海默氏症药物。
• Functionalized Thieno[3,2‐ <i>b</i> ]pyrroles from Acylthiophenes, Acetylene Gas and Hydrazines in Two Steps
  作者：Elena Yu. Schmidt、Nadezhda V. Semenova、Inna V. Tatarinova、Igor A. Ushakov、Alexander V. Vashchenko、Boris A. Trofimov

  DOI：10.1002/ejoc.202100377

  日期：2021.5.20

  Rarely substituted thieno[3,2-b]pyrroles are synthesized in up to 68 % yields by the acid-assisted reaction of arylhydrazines with thienyl-substituted 6,8-dioxabicyclo[3.2.1]octanes, the products of the superbase-promoted diastereoselective self-organization of acetylene gas with acylthiophenes.

  通过芳基肼与噻吩基取代的6,8-二氧杂双环[3.2.1]辛烷（超强碱促进的产物）的酸辅助反应，可以以高达68％的产率合成很少取代的噻吩并[3,2- b ]吡咯乙炔气与酰基噻吩的非对映选择性自组织。
• Structure and antibacterial activity (mediated by the SOS response) of spiropiperidinium salts obtained by cyclization of Mannich bases of arylaliphatic 1,5-diketones
  作者：Aleksey V. Bukreev、Taisia I. Akimova、Ilya А. Osterman、Anna N. Shakhtina、Yuliya V. Khudyakova、Andrey V. Gerasimenko、Petr V. Sergiev、Olga А. Dontsova、Pavel I. Deryabin、Vera B. Kolycheva

  DOI：10.1007/s10593-020-02727-z

  日期：2020.6

  New derivatives of 3,5-dibenzoylspiropiperidinium salts were obtained by the previously developed method of cyclization of Mannich methylidene monobases of arylaliphatic 1,5-diketones and their antibacterial activity was studied. The structure of one of the salts was determined by X-ray structural analysis. The study of the mechanism of action using the pDualrep2 reporter system showed that some compounds

  通过以前开发的芳基脂肪族1,5-二酮的曼尼希亚甲基单碱基环化方法，获得了3,5-二苯甲酰基螺哌啶鎓盐的新衍生物，并研究了它们的抗菌活性。通过X射线结构分析来确定一种盐的结构。使用pDualrep2报告系统进行的作用机理研究表明，某些化合物在细菌细胞中引起SOS反应。
• Synthesis of 1-aryl-2,3-diaroyl cyclopropanes from 1,3,5-triaryl-1,5-diketones and their transformation into E,E-1,4-diaryl-1,3-butadienes
  作者：Kashpar John Britto、Maniarasu Meenakshi、Kannupal Srinivasan

  DOI：10.1039/d4ra02525c

  日期：——

  A new method for the synthesis of 1-aryl-2,3-diaroyl cyclopropanes has been developed by iodine/DBU-mediated cyclization of 1,3,5-triaryl-1,5-diketones. The alcohols derived by the reduction of these cyclopropanes, when treated with conc. HCl, afforded a series of 1,3-dienes through cyclopropyl ring-opening and subsequent fragmentation. Overall, the synthetic sequence represents a new non-Wittig methodology

  通过碘/DBU介导的1,3,5-三芳基-1,5-二酮的环化，开发了一种合成1-芳基-2,3-二芳酰基环丙烷的新方法。当用浓溶液处理时，通过还原这些环丙烷而衍生出醇。 HCl 通过环丙基开环和随后的裂解得到一系列 1,3-二烯。总体而言，该合成序列代表了一种从 1,5-二酮合成 1,3-二烯的新非维蒂希方法。
• Katritzky, Alan R.; Rezende, Marcos C., Journal of Chemical Research, Miniprint, 1980, # 9, p. 4041 - 4056
  作者：Katritzky, Alan R.、Rezende, Marcos C.

  DOI：——

  日期：——