3-amino-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile | 1030373-53-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 3-amino-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile
• 英文别名: (1S)-3-amino-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile
• CAS: 1030373-53-5
• 化学式: C₂₀H₁₃ClN₂O
• 分子量: 332.789
• InChiKey: UAFSPONNETWKOW-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3-chloro-benzylidene)-malononitrile 、 2-萘酚 在 chiral 1,2-cyclohexanediamine derivative 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 生成 3-amino-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile 、 3-amino-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile
  参考文献：
  名称：

  Enantioselective synthesis of naphthopyran derivatives catalyzed by bifunctional thiourea-tertiary amines

  摘要：

  An efficient bifunctional thiourea catalyzed addition-cyclization reaction of 2-naphthol with alpha,alpha-dicyanoolefins is realized under mild conditions to afford the corresponding naphthopyran derivatives in high yields and moderate enantioselectivities. Additionally, the development of an asymmetric three-component one-pot procedure for the synthesis of naphthopyran derivatives is also reported. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.018

文献信息

• Enantioselective synthesis of naphthopyran derivatives catalyzed by bifunctional thiourea-tertiary amines
  作者：Xiao-Sheng Wang、Gao-Sheng Yang、Gang Zhao

  DOI：10.1016/j.tetasy.2008.02.018

  日期：2008.4

  An efficient bifunctional thiourea catalyzed addition-cyclization reaction of 2-naphthol with alpha,alpha-dicyanoolefins is realized under mild conditions to afford the corresponding naphthopyran derivatives in high yields and moderate enantioselectivities. Additionally, the development of an asymmetric three-component one-pot procedure for the synthesis of naphthopyran derivatives is also reported. (c) 2008 Elsevier Ltd. All rights reserved.