3-chloro-3-(4-chlorophenyl)-2-phenylacrylaldehyde | 42036-04-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3-chloro-3-(4-chlorophenyl)-2-phenylacrylaldehyde
• 英文别名: (EZ)-3-chloro-3-(4-chlorophenyl)-2-phenylacrylaldehyde；1-Chlor-1-p-chlor-phenyl-2-formyl-2-phenylaethylen；3-Chloro-3-(4-chlorophenyl)-2-phenylprop-2-enal
• CAS: 42036-04-4
• 化学式: C₁₅H₁₀Cl₂O
• 分子量: 277.15
• InChiKey: VYTBQBAAJGBKGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloro-3-(4-chlorophenyl)-2-phenylacrylaldehyde 在 sodium sulfide 作用下， 以 甲醇 为溶剂， 生成 1-Mercapto-1-p-chlorphenyl-2-formyl-2-phenylaethylen
  参考文献：
  名称：

  Weissenfels,M.; Pulst,M., Journal fur praktische Chemie (Leipzig 1954), 1973, vol. 315, p. 873 - 880

  摘要：

  DOI：

文献信息

• A three-component reaction for rapid access to underexplored 1,3-thiazine-2-thiones
  作者：Denis Kröger、Fabian Brockmeyer、Christoph Kahrs

  DOI：10.1039/c5ob00377f

  日期：——

  A newly developed multicomponent reaction opens access to a variety of (poly)heterocyclic structures containing the underexplored skeleton of 1,3-thiazine-2-thione.

  一种新开发的多组分反应打开了通往包含未被充分开发的1,3-噻嗪-2-硫酮骨架的各种（多）杂环结构的途径。
• Multicomponent reaction for the first synthesis of 2,2-dialkyl- and 2-alkyl-2-aralkyl-5,6-diaryl-2H-1,3-thiazines as scaffolds for various 3,4-dihydro-2H-1,3-thiazine derivatives
  作者：Fabian Brockmeyer、Robin Schoemaker、Marc Schmidtmann、Jürgen Martens

  DOI：10.1039/c4ob00866a

  日期：——

  2H-1,3-thiazines, prepared via a novel and efficient multicomponent reaction, can be used as scaffolds for the synthesis of diverse 3,4-dihydro-2H-1,3-thiazines.

  通过一种新颖高效的多组分反应制备的2H-1,3-噻嗪可以作为合成多样化的3,4-二氢-2H-1,3-噻嗪的支架。
• Ring expansion/opening reactions of epoxy ene-amides: access to azabicyclononene, tetrahydropyridine and tetrazole scaffolds
  作者：Suraj、K. C. Kumara Swamy

  DOI：10.1039/d3nj00529a

  日期：——

  obtained from epoxy (terminal as well as internal) benzenesulfonamide and substituted chloro-acrylaldehydes, undergo Lewis acid (BF3·OEt2) catalysed cyclisation to afford azabicyclononene, tetrahydropyridinyl benzoate or tetrahydropyridine-carbaldehyde scaffolds depending on the substrate. In the presence of Me3SiN3, substituted tetrazoles are readily obtained. Key products have been characterized by

  由环氧（末端和内部）苯磺酰胺和取代的氯丙烯醛获得的烯磺酰胺经过路易斯酸 (BF 3 ·OEt 2 ) 催化环化，根据底物提供氮杂双环酮、苯甲酸四氢吡啶酯或四氢吡啶甲醛支架。在Me 3 SiN 3存在下，很容易得到取代的四唑。主要产品已通过单晶 X 射线晶体学进行表征。
• [Au]-Catalyzed Cyclization of Propargyl-Tethered Ene-Amides: Substrate-Dependent Access to Tetrasubstituted Pyrroles, Aminophenols, and Dihydropyridines
  作者：Suraj、K. C. Kumara Swamy

  DOI：10.1021/acs.joc.3c02976

  日期：2024.4.19

  [Au]-catalyzed and substrate-dependent intramolecular cyclization of sulfonyl ene-amides with a pendant propargyl group afford tetrasubstituted pyrroles, o-aminophenols, or 1,6-dihydropyridine carbaldehydes. While the pyrroles and aminophenols are formed when the propargylic alkyne is terminal, dihydropyridines are formed when internal alkyne is present. Internal alkyne substrates with 2-thienyl and

  [Au] 催化且底物依赖性的带有炔丙基侧基的磺酰烯酰胺的分子内环化得到四取代的吡咯、邻氨基苯酚或 1,6-二氢吡啶甲醛。当炔烃位于末端时，会形成吡咯和氨基酚，而当存在内部炔时，会形成二氢吡啶。具有 2-噻吩基和 3-噻吩基的内部炔底物可产生不同类型的二氢吡啶。如此获得的二氢吡啶在二甲苯中加热时可以容易地转化为烟醛并伴随磺酰基迁移。