2-(3-Phenyl-prop-2-ynylsulfanyl)-benzaldehyde | 677030-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-Phenyl-prop-2-ynylsulfanyl)-benzaldehyde
• 英文别名: 2-(3-Phenylprop-2-ynylsulfanyl)benzaldehyde
• CAS: 677030-27-2
• 化学式: C₁₆H₁₂OS
• 分子量: 252.337
• InChiKey: NPKGFQIRLISLAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲基吡咯烷-2-羧酸 、 2-(3-Phenyl-prop-2-ynylsulfanyl)-benzaldehyde 以 甲苯 为溶剂， 反应 2.0h， 以75%的产率得到(7aR,10bR)-7-Phenyl-9,10-dihydro-6H,8H,10bH-5-thia-10a-aza-pentaleno[1,2-a]naphthalene-7a-carboxylic acid methyl ester
  参考文献：
  名称：

  An expedient synthesis of diversified pyrrolizines and indolizines

  摘要：

  A general and rapid synthesis of new families of pyrrolizines and indolizines in good overall yields via an intramolecular [3+2]cycloaddition reaction is described. Diversity of substitutions can be achieved by the appropriate choice of readily available starting materials. The experimental procedures are straightforward and are performed under neutral conditions. New syntheses are also described for the preparation of N-propargylic 2-amino-benzaldehydes and S-propargylic 2-thiobenzaldehydes. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.146
• 作为产物：
  描述：

  [2-(3-Phenyl-prop-2-ynylsulfanyl)-phenyl]-methanol 以62%的产率得到2-(3-Phenyl-prop-2-ynylsulfanyl)-benzaldehyde
  参考文献：
  名称：

  An expedient synthesis of diversified pyrrolizines and indolizines

  摘要：

  A general and rapid synthesis of new families of pyrrolizines and indolizines in good overall yields via an intramolecular [3+2]cycloaddition reaction is described. Diversity of substitutions can be achieved by the appropriate choice of readily available starting materials. The experimental procedures are straightforward and are performed under neutral conditions. New syntheses are also described for the preparation of N-propargylic 2-amino-benzaldehydes and S-propargylic 2-thiobenzaldehydes. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.146

文献信息

• Catalytic Cycloisomerization of Enyne Diesters Derived From 2‐Propargyloxyarylaldehydes
  作者：Manoj Kumar Saini、Shashi Kant Verma、Ashok K Basak

  DOI：10.1002/adsc.202200026

  日期：2022.3.15

  A catalytic cycloisomerization of enyne diesters derived from 2-propargyloxyarylaldehydes is described. The cycloisomerization, catalyzed by 10 mol% In(OTf)3, provides access to 2H-chromenes bearing diethyl 2-(hetero)arylidene malonates at 3-position. This enyne metathesis-type reaction is also useful for the synthesis of thia-, aza- and quinoline analogs of the 3-substituted 2H-chromenes. DDQ mediated

  描述了衍生自 2-炔丙基氧基芳醛的烯炔二酯的催化环化异构化。由 10 mol% In(OTf) 3催化的环异构化提供了在 3 位上带有 2-(杂)亚芳基丙二酸二乙酯的2 H-色烯的途径。这种烯炔复分解型反应也可用于合成 3-取代的 2 H-色烯的硫杂、氮杂和喹啉类似物。DDQ 介导的氧化 C-N 键形成和进一步的合成操作能够将 3-取代的 2 H-色烯转化为色烯融合的分子支架。Pd(0) 催化的分子内 Heck 反应在适当取代的 2 H-色烯上提供了基于茚的分子支架。
• Synthesis of Azonia Aromatic Heterocycles Bearing 6–6–6–5–6 Pentacyclic Core via Intramolecular [4 + 2]-Cycloaddition and Oxidative Aromatization Reaction Sequence in One Pot
  作者：Manoj Kumar Saini、Karmdeo Prajapati、Ashok K. Basak

  DOI：10.1021/acs.joc.3c01506

  日期：2024.1.5

  Cationic aza-heterocycle-fused compounds have gained wide applications in materials science, biological applications, and synthetic organic chemistry. In this report, synthesis of benzothiazolochromenopyridinium tetrafluoroborates, a novel molecular scaffold, bearing 6–6–6–5–6 pentacyclic core is described that proceeds via (i) piperidine-catalyzed Knoevenagel condensation between 2-propargyloxyarylaldehydes

  阳离子氮杂杂环稠合化合物在材料科学、生物应用和有机合成化学中获得了广泛的应用。在本报告中，描述了苯并噻唑并吡啶鎓四氟硼酸盐的合成，这是一种带有 6-6-6-5-6 五环核心的新型分子支架，其通过 (i) 带有内部炔烃的 2-炔丙氧基芳醛和 2-苯并噻唑乙腈之间的哌啶催化 Knoevenagel 缩合进行。 ，（ii）分子内形式[4 + 2]-环加成，和（iii）一锅中关键的分子氧介导的氧化芳构化反应序列。这些吡啶鎓季盐在环境温度下以良好至高的产率获得。