3-oxo-1-phenyl-3H-benzo[f]chromene-2-carbonitrile | 1446242-95-0

• 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-oxo-1-phenyl-3H-benzo[f]chromene-2-carbonitrile
• 英文别名: 3-oxo-1 phenyl-3H-benzo[h]chromene-2-carbonitrile；3-Oxo-1-phenylbenzo[f]chromene-2-carbonitrile；3-oxo-1-phenylbenzo[f]chromene-2-carbonitrile
• CAS: 1446242-95-0
• 化学式: C₂₀H₁₁NO₂
• 分子量: 297.313
• InChiKey: DXSOKEZHSKALRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 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：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1H-萘并[2,1-b]吡喃-2-甲腈,3-氨基-1-苯基- 在 氯化亚砜 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 以88%的产率得到3-oxo-1-phenyl-3H-benzo[f]chromene-2-carbonitrile
  参考文献：
  名称：

  Highly efficient conversion of fused 2-amino-4-aryl-4H-chromene-3-carbonitriles into fused 2-oxo-4-aryl-2H-chromene-3-carbonitriles using Vilsmeier conditions

  摘要：

  A simple, mild, and highly efficient protocol for the synthesis of fused 2-oxo-4-aryl-2H-chromene-3-carbonitriles has been developed starting from fused 2-amino-4-aryl-4H-chromene-3-carbonitriles utilizing Vilsmeier conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.030

文献信息

• Zirconium(IV) Oxychloride: A Simple and Efficient Catalyst for the Synthesis of Chromen-2-one Derivatives
  作者：S. Tasqeeruddin、Yahya I. Asiri、S. Shaheen

  DOI：10.14233/ajchem.2020.22849

  日期：——

  The present work explores a highly efficient, environmental friendly, green protocol for the synthesis of chromen-2-one derivatives (3a-m) by the condensation of salicylaldehydes with various active methylene compounds using zirconium (IV) oxychloride as catalyst. This is a convenient and rapid method for Knoevenagel condensation and this methodology offers several advantages including shorter reaction

  本工作探索了一种高效、环境友好、绿色的方案，以氯氧化锆（IV）为催化剂，通过水杨醛与各种活性亚甲基化合物的缩合合成色烯-2-酮衍生物（3a-m）。这是一种方便、快速的克诺文格尔缩合方法，该方法具有反应时间短、条件温和、催化剂便宜、操作程序简单等优点，并且能够以优异的收率获得所需的产物。所有合成化合物的结构均通过光谱数据得到证实。
• Highly efficient conversion of fused 2-amino-4-aryl-4H-chromene-3-carbonitriles into fused 2-oxo-4-aryl-2H-chromene-3-carbonitriles using Vilsmeier conditions
  作者：Janardhan Banothu、Ravibabu Velpula、Rajitha Gali、Rajitha Bavantula、Peter A. Crooks

  DOI：10.1016/j.tetlet.2013.05.030

  日期：2013.7

  A simple, mild, and highly efficient protocol for the synthesis of fused 2-oxo-4-aryl-2H-chromene-3-carbonitriles has been developed starting from fused 2-amino-4-aryl-4H-chromene-3-carbonitriles utilizing Vilsmeier conditions. (C) 2013 Elsevier Ltd. All rights reserved.
• New approach to synthesis of 4-arylcoumarin derivatives
  作者：Ivan N. Bardasov、Anastasiya U. Alekseeva、Oleg V. Ershov、Marina D. Surazhskaya、Andrei V. Churakov、Dmitry A. Grishanov

  DOI：10.1016/j.tetlet.2015.09.111

  日期：2015.10

  A simple and highly efficient new approach for the synthesis of 4-aryl-2-oxo-2H-chromene-3-carbonitriles based on the oxidation and hydrolysis of 2-amino-4-aryl-4H-chromene-3-carbonitriles is described. (C) 2015 Elsevier Ltd. All rights reserved.