2-(1-hydroxycyclohexyl)-4H-furo[3,2-c]chromen-4-one | 1033894-69-7

• 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-(1-hydroxycyclohexyl)-4H-furo[3,2-c]chromen-4-one
• 英文别名: 2-(1-Hydroxycyclohexyl)furo[3,2-c]chromen-4-one
• CAS: 1033894-69-7
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: RZRFDLIQJYUWBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-[2-(1-Hydroxycyclohexyl)ethynyl]chromen-4-one 在 air 、 copper(l) chloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到2-(1-hydroxycyclohexyl)-4H-furo[3,2-c]chromen-4-one
  参考文献：
  名称：

  Two Efficient Cascade Reactions to Synthesize Substituted Furocoumarins

  摘要：

  We have developed two efficient one-pot reactions to generate furo[3,2-c]coumarins and chlorofuro[3,2-c]coumarins through addition/cyclization/oxidation and chlorination. One cascade addition/cyclization/oxidation sequence of 1 with H2O in the presence of 20% CuCl as Lewis acid under an air atmosphere generated the 2-substituted-4H-furo[3,2-c]chromen-4-one 2. Another sequence in the presence of 10% CuBr and excess CuCl2 as the oxidant afforded the 3-chloro2-substituted-4H-furo[3,2-c]chromen-4-one 3.

  DOI：

  10.1021/jo800439y

文献信息

• Two Efficient Cascade Reactions to Synthesize Substituted Furocoumarins
  作者：Gang Cheng、Youhong Hu

  DOI：10.1021/jo800439y

  日期：2008.6.1

  We have developed two efficient one-pot reactions to generate furo[3,2-c]coumarins and chlorofuro[3,2-c]coumarins through addition/cyclization/oxidation and chlorination. One cascade addition/cyclization/oxidation sequence of 1 with H2O in the presence of 20% CuCl as Lewis acid under an air atmosphere generated the 2-substituted-4H-furo[3,2-c]chromen-4-one 2. Another sequence in the presence of 10% CuBr and excess CuCl2 as the oxidant afforded the 3-chloro2-substituted-4H-furo[3,2-c]chromen-4-one 3.