(Z)-1-phenyl-2-(1'H-spiro[cyclopentane-1,2'-quinazoline]-4'(3'H)-ylidene)ethanone | 1271450-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (Z)-1-phenyl-2-(1'H-spiro[cyclopentane-1,2'-quinazoline]-4'(3'H)-ylidene)ethanone
• 英文别名: (2Z)-1-phenyl-2-spiro[1,3-dihydroquinazoline-2,1'-cyclopentane]-4-ylideneethanone
• CAS: 1271450-43-1
• 化学式: C₂₀H₂₀N₂O
• 分子量: 304.392
• InChiKey: YFKHPTCRKXSYLS-JXAWBTAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  spiro[cyclopentane-1,2'(1'H)-quinazoline]-4'(3'H)-thione 在 三乙烯二胺 、 sodium hydride 、 三甲氧基磷 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成 (Z)-1-phenyl-2-(1'H-spiro[cyclopentane-1,2'-quinazoline]-4'(3'H)-ylidene)ethanone
  参考文献：
  名称：

  One-Pot Eschenmoser Episulfide Contractions in DMSO: Applications to the Synthesis of Fuligocandins A and B and a Number of Vinylogous Amides

  摘要：

  Practical total syntheses of the natural products fuligocandin A (2a) and fuligocandin B (3) have been achieved through a convergent strategy depending on the Eschenmoser episulfide contraction as a key step. Conducting the reaction in DAIS proved to be an efficient and general method for the synthesis of a variety of vinylogous amides, such as azepan-2-ylidenepropan-2-one.

  DOI：

  10.1021/jo101864n

文献信息

• One-Pot Eschenmoser Episulfide Contractions in DMSO: Applications to the Synthesis of Fuligocandins A and B and a Number of Vinylogous Amides
  作者：Birgitta Pettersson、Vedran Hasimbegovic、Jan Bergman

  DOI：10.1021/jo101864n

  日期：2011.3.18

  Practical total syntheses of the natural products fuligocandin A (2a) and fuligocandin B (3) have been achieved through a convergent strategy depending on the Eschenmoser episulfide contraction as a key step. Conducting the reaction in DAIS proved to be an efficient and general method for the synthesis of a variety of vinylogous amides, such as azepan-2-ylidenepropan-2-one.