2-phenyl-4H-chromeno[3,4-d]thiazol-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-phenyl-4H-chromeno[3,4-d]thiazol-4-one
• 英文别名: 2-Phenylchromeno[3,4-d][1,3]thiazol-4-one
• 化学式: C₁₆H₉NO₂S
• 分子量: 279.319
• InChiKey: AVEBEGWEQSQONO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基香豆素 在 sodium sulfide 、 双氧水 、 碘 、 溴化二甲基溴化锍 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 2-phenyl-4H-chromeno[3,4-d]thiazol-4-one
  参考文献：
  名称：

  Oxidative cross coupling reaction mediated by I₂/H₂O₂: a novel approach for the construction of fused thiazole containing coumarin derivatives

  摘要：

  通过使用硫化钠作为硫原子的来源，使用I₂作为催化剂和H₂O₂作为末端氧化剂，通过C-H键活化合成了各种2-苯基-4H-色诺(3,4-d)噻唑-4-酮衍生物。

  DOI：

  10.1039/c5ra20405d

文献信息

• Tricyclic heteroaromatic systems. Synthesis and benzodiazepine receptor affinity of 2-substituted-1-benzopyrano[3,4-d]oxazol-4-ones, -thiazol-4-ones, and -imidazol-4-ones
  作者：Vittoria Colotta、Daniela Catarzi、Flavia Varano、Lucia Cecchi、Guido Filacchioni、Claudia Martini、Laura Giusti、Antonio Lucacchini

  DOI：10.1016/s0014-827x(98)00028-7

  日期：1998.5

  A number of 2-aryl-substituted-1-benzopyrano[3,4-d] oxazol-4-ones 1, -thiazol-4-ones 2 and -imidazol-4-ones 3 were synthesized. Benzodiazepine receptor (BZR) binding assays were performed on these series of tricyclic heteroaromatic systems. None of the tested compounds showed detectable affinity for BZR. Comparative structure-activity relationship analysis between the reported compounds and some known BZR ligands of similar size and shape revealed that, according to a two-dimensional schematic representation of the interaction of these kinds of tricyclic heteroaromatic systems with the BZR recognition site, the nature of the optional a. proton acceptor is of significant importance in the receptor-ligand interaction. (C) 1998 Elsevier Science S.A. All rights reserved.
• Oxidative cross coupling reaction mediated by I₂/H₂O₂: a novel approach for the construction of fused thiazole containing coumarin derivatives
  作者：Md. Belal、Abu T. Khan

  DOI：10.1039/c5ra20405d

  日期：——

  Various 2-phenyl-4H-chromeno(3,4-d)thiazol-4-one derivatives have been synthesized through C–H bond activation using sodium sulfide as a source of sulfur atoms and by employing I₂ as a catalyst and H₂O₂ as the terminal oxidant.

  通过使用硫化钠作为硫原子的来源，使用I₂作为催化剂和H₂O₂作为末端氧化剂，通过C-H键活化合成了各种2-苯基-4H-色诺(3,4-d)噻唑-4-酮衍生物。