1-(4-(allyloxy)phenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one | 1429788-04-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(4-(allyloxy)phenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one
• CAS: 1429788-04-4
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: KPQWMGFFDOBFRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-(4-(allyloxy)phenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one 在 碘苯二乙酸 作用下， 反应 0.33h， 以70%的产率得到2-(4-(allyloxy)phenyl)-4,4-dimethoxy-1,3a,4,9b-tetrahydrochromeno[3,4-b]pyrrole-3a-carbonitrile
  参考文献：
  名称：

  An unusual and facile N-hetero cyclisation of 2-amino-4-(2-oxo-2-arylethyl)-4H-chromene-3-carbonitrile derivatives using hypervalent iodine in alcohol under ambient condition

  摘要：

  A very important functionalized benzopyran moiety has been further functionalized along with an unusual N-heterocyclic ring formation in a single step under ambient condition in room temperature under the influence of hypervalent iodine to produce a structurally interesting motif which can have some interesting biological properties having a similar but modified structure as that of bio-active chromene moieties. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.152355

文献信息

• A mild efficient iodine-catalyzed synthesis of novel anticoagulants with 2,8-dioxabicyclo[3.3.1]nonane core
  作者：Nemai C. Ganguly、Pallab Mondal、Sushmita Roy

  DOI：10.1016/j.tetlet.2013.02.092

  日期：2013.5

  An efficient coupling of 2-hydroxychalcones/alpha,beta-enones with 4-hydroxycoumarin/5,5-dimethylcyclohexyl-1,3-dione (dimedone) has been accomplished to provide access to a novel class of potential anticoagulants with 2,8-dioxabicyclo[3.3.1]nonane core. The reaction proceeds by Michael-bicycloketalization sequence under iodine catalysis (10 mol %) in aqueous ethanol under reflux. Good to excellent yields, impressive selectivity, absence of byproduct formation, avoidance of toxic organic solvents, and utilization of metal-free water-compatible mild Lewis acid catalyst are the key attractive features of this protocol. (C) 2013 Elsevier Ltd. All rights reserved.
• Facile and straightforward synthesis of the racemic version of 2-amino-4H-chromene-3-carbonitriles using K2HPO4 as an eco-friendly base
  作者：Sourav Mal、Manoranjan Jana

  DOI：10.1016/j.jics.2021.100202

  日期：2021.11