6-chloro-2-methyl-3-(phenylethynyl)-4H-chromen-4-one | 1233534-03-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-chloro-2-methyl-3-(phenylethynyl)-4H-chromen-4-one
• 英文别名: 6-Chloro-2-methyl-3-(2-phenylethynyl)chromen-4-one
• CAS: 1233534-03-6
• 化学式: C₁₈H₁₁ClO₂
• 分子量: 294.737
• InChiKey: CJSQGJMQYLZDHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-chloro-2-methyl-3-(phenylethynyl)-4H-chromen-4-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以77%的产率得到3-(2-benzyl-6-chloro-4-oxo-4H-chromen-3-yl)-7-chloro-1-methyl-4-phenyl-9H-xanthen-9-one
  参考文献：
  名称：

  Efficient Construction of a 3C-Xanthone-Linked 3C-Chromone Scaffold by Novel Double Michael Additions and Cyclizations

  摘要：

  A novel base-promoted cascade reaction of 2-methyl-3-(1-alkynyl)chromones to produce a 3C-xanthone-linked 3C-chromone scaffold has been developed. This tandem process involves multiple reactions such as Michael additions/cyclizations under mild conditions without a transition metal catalyst and inert atmosphere.

  DOI：

  10.1021/ol101100d

文献信息

• An Efficient Approach to Functionalized Benzo[<i>a</i>]xanthones through Reactions of 2-Methyl-3-(1-alkynyl)chromones with Electron-Deficient Chromone-Fused Dienes
  作者：Jian Gong、Fuchun Xie、Hong Chen、Youhong Hu

  DOI：10.1021/ol101496w

  日期：2010.9.3

  An efficient tandem process was developed to synthesize diversified benzo[a]xanthones from 2-methyl-3-(1-alkynyl)chromones with electron-deficient chromone-fused dienes. This unusual reaction, involving multiple steps and not requiring the use of transition metal catalysts or an inert atmosphere, results in the formation of three new C−C bonds and one C−O bond.

  开发了一种有效的串联方法，以从2-甲基-3-（1-炔基）色酮与电子不足的色酮稠合二烯合成多种苯并[ a ]氧杂蒽。这种不寻常的反应涉及多个步骤，不需要使用过渡金属催化剂或惰性气氛，导致形成三个新的C-C键和一个C-O键。
• Efficient Construction of a 3<i>C</i>-Xanthone-Linked 3<i>C</i>-Chromone Scaffold by Novel Double Michael Additions and Cyclizations
  作者：Fuchun Xie、Hong Chen、Youhong Hu

  DOI：10.1021/ol101100d

  日期：2010.7.2

  A novel base-promoted cascade reaction of 2-methyl-3-(1-alkynyl)chromones to produce a 3C-xanthone-linked 3C-chromone scaffold has been developed. This tandem process involves multiple reactions such as Michael additions/cyclizations under mild conditions without a transition metal catalyst and inert atmosphere.